{"id":"https://openalex.org/W2994855562","doi":"https://doi.org/10.1021/jacs.9b11282","title":"Direct C\u2013H \u03b1-Arylation of Enones with ArI(O 2 CR) 2 Reagents","display_name":"Direct C\u2013H \u03b1-Arylation of Enones with ArI(O 2 CR) 2 Reagents","publication_year":2019,"publication_date":"2019-12-16","ids":{"openalex":"https://openalex.org/W2994855562","doi":"https://doi.org/10.1021/jacs.9b11282","mag":"2994855562","pmid":"https://pubmed.ncbi.nlm.nih.gov/31841623","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/7067356"},"language":"en","primary_location":{"id":"doi:10.1021/jacs.9b11282","doi":"https://doi.org/10.1021/jacs.9b11282","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.9b11282","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://doi.org/10.26434/chemrxiv.10007213.v1","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5076518191","display_name":"Felipe Cesar Sousa e Silva","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I84392919","display_name":"Temple University","ror":"https://ror.org/00kx1jb78","country_code":"US","type":"education","lineage":["https://openalex.org/I84392919"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Felipe Cesar Sousa e Silva","raw_affiliation_strings":["Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States","institution_ids":["https://openalex.org/I84392919"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5071442041","display_name":"Nguy\u1ec5n Th\u1ecb Th\u00fay V\u00e2n","orcid":"https://orcid.org/0000-0002-6526-0175","observed_orcids":["https://orcid.org/0000-0002-6526-0175"]},"institutions":[{"id":"https://openalex.org/I84392919","display_name":"Temple University","ror":"https://ror.org/00kx1jb78","country_code":"US","type":"education","lineage":["https://openalex.org/I84392919"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Nguyen T. Van","raw_affiliation_strings":["Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States","institution_ids":["https://openalex.org/I84392919"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5048276074","display_name":"Sarah E. Wengryniuk","orcid":"https://orcid.org/0000-0002-4797-0181","observed_orcids":["https://orcid.org/0000-0002-4797-0181"]},"institutions":[{"id":"https://openalex.org/I84392919","display_name":"Temple University","ror":"https://ror.org/00kx1jb78","country_code":"US","type":"education","lineage":["https://openalex.org/I84392919"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Sarah E. Wengryniuk","raw_affiliation_strings":["Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States"],"raw_orcid":"https://orcid.org/0000-0002-4797-0181","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States","institution_ids":["https://openalex.org/I84392919"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5048276074"],"corresponding_institution_ids":["https://openalex.org/I84392919"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":3.0384,"has_fulltext":false,"cited_by_count":63,"citation_normalized_percentile":{"value":0.9272658,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":96,"max":99},"biblio":{"volume":"142","issue":"1","first_page":"64","last_page":"69"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11989","display_name":"Oxidative Organic Chemistry Reactions","score":0.739300012588501,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11989","display_name":"Oxidative Organic Chemistry Reactions","score":0.739300012588501,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.23680000007152557,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.0066999997943639755,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/alpha-beta-unsaturated-ketones","display_name":"\u03b1,\u03b2-unsaturated ketones","score":0.9810000061988831},{"id":"https://openalex.org/keywords/hypervalent-iodine-reagents","display_name":"hypervalent iodine reagents","score":0.9629999995231628},{"id":"https://openalex.org/keywords/metal-free-arylation","display_name":"metal-free arylation","score":0.6909999847412109},{"id":"https://openalex.org/keywords/umpolung","display_name":"umpolung","score":0.47200000286102295},{"id":"https://openalex.org/keywords/carbon-carbon-bond-formation","display_name":"C\u2013C bond formation","score":0.7710000276565552},{"id":"https://openalex.org/keywords/aryl-iodides","display_name":"aryl iodides","score":0.6909999847412109}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9552348852157593},{"id":"https://openalex.org/C96149497","wikidata":"https://www.wikidata.org/wiki/Q556957","display_name":"Hypervalent molecule","level":3,"score":0.942506730556488},{"id":"https://openalex.org/C2777221202","wikidata":"https://www.wikidata.org/wiki/Q2518436","display_name":"Pyridinium","level":2,"score":0.7387651205062866},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.7292564511299133},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.67045658826828},{"id":"https://openalex.org/C2777495281","wikidata":"https://www.wikidata.org/wiki/Q408053","display_name":"Enol","level":3,"score":0.6575450897216797},{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.6252864003181458},{"id":"https://openalex.org/C2779746879","wikidata":"https://www.wikidata.org/wiki/Q3010548","display_name":"Enone","level":2,"score":0.589788556098938},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5275290012359619},{"id":"https://openalex.org/C5304478","wikidata":"https://www.wikidata.org/wiki/Q502457","display_name":"Silylation","level":3,"score":0.47939205169677734},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.44984671473503113},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4196835160255432},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3237176239490509},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.2884442210197449}],"mesh":[{"descriptor_ui":"D000475","descriptor_name":"Alkenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D003500","descriptor_name":"Cyclization","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007202","descriptor_name":"Indicators and Reagents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D007659","descriptor_name":"Ketones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D008670","descriptor_name":"Metals","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010084","descriptor_name":"Oxidation-Reduction","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":6,"locations":[{"id":"doi:10.1021/jacs.9b11282","doi":"https://doi.org/10.1021/jacs.9b11282","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.9b11282","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"doi:10.26434/chemrxiv.10007213.v1","doi":"https://doi.org/10.26434/chemrxiv.10007213.v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.10007213.v1","pdf_url":null,"source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},{"id":"pmid:31841623","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/31841623","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:6028212","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/7067356","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:7067356","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/7067356","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"J Am Chem Soc","raw_type":"Text"},{"id":"pmh:oai:figshare.com:article/10007213","doi":null,"is_oa":true,"landing_page_url":"https://figshare.com/articles/Direct_C_H_Alpha_Arylation_of_Enones_with_ArI_O2CR_2_Reagents/10007213","pdf_url":null,"source":{"id":"https://openalex.org/S7407051385","display_name":"Royal College of Surgeons in Ireland","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I142762351","host_organization_name":"Royal College of Surgeons in Ireland","host_organization_lineage":["https://openalex.org/I142762351"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Text"}],"best_oa_location":{"id":"doi:10.26434/chemrxiv.10007213.v1","doi":"https://doi.org/10.26434/chemrxiv.10007213.v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.10007213.v1","pdf_url":null,"source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1849836450","display_name":"CAREER: Novel Synthetic Applications of Poly(cationic) lambda-3 Iodanes","funder_award_id":"1752244","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"},{"id":"https://openalex.org/G5308231833","display_name":null,"funder_award_id":"CAREER 1752244","funder_id":"https://openalex.org/F4320337393","funder_display_name":"Division of Chemistry"},{"id":"https://openalex.org/G5520316217","display_name":null,"funder_award_id":"NIH-R01","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"},{"id":"https://openalex.org/G6671297155","display_name":null,"funder_award_id":"CAREER","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"},{"id":"https://openalex.org/G940503938","display_name":"Simplified Approaches to Medium-Sized Heterocycles for the Synthesis of Bioactive Small Molecules","funder_award_id":"R01GM123098","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320309370","display_name":"University of Pennsylvania","ror":"https://ror.org/00b30xv10"},{"id":"https://openalex.org/F4320312387","display_name":"Temple University","ror":"https://ror.org/00kx1jb78"},{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"},{"id":"https://openalex.org/F4320337393","display_name":"Division of Chemistry","ror":"https://ror.org/01ar8dr59"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":58,"referenced_works":["https://openalex.org/W1964587864","https://openalex.org/W1965413171","https://openalex.org/W1970386952","https://openalex.org/W1981038625","https://openalex.org/W1981754097","https://openalex.org/W1984122470","https://openalex.org/W1988213097","https://openalex.org/W1988812907","https://openalex.org/W1990902765","https://openalex.org/W2000592977","https://openalex.org/W2003892331","https://openalex.org/W2016359375","https://openalex.org/W2018548178","https://openalex.org/W2018826376","https://openalex.org/W2028536471","https://openalex.org/W2030865436","https://openalex.org/W2037249406","https://openalex.org/W2050796432","https://openalex.org/W2060853924","https://openalex.org/W2067581434","https://openalex.org/W2077713582","https://openalex.org/W2090300018","https://openalex.org/W2095326823","https://openalex.org/W2113233200","https://openalex.org/W2115134214","https://openalex.org/W2123175721","https://openalex.org/W2133503656","https://openalex.org/W2150367833","https://openalex.org/W2150805674","https://openalex.org/W2157811548","https://openalex.org/W2162279274","https://openalex.org/W2168941067","https://openalex.org/W2172917814","https://openalex.org/W2267475013","https://openalex.org/W2317833345","https://openalex.org/W2320741228","https://openalex.org/W2321436824","https://openalex.org/W2322822694","https://openalex.org/W2416944672","https://openalex.org/W2580758257","https://openalex.org/W2590168242","https://openalex.org/W2594454704","https://openalex.org/W2742947069","https://openalex.org/W2767234096","https://openalex.org/W2768384848","https://openalex.org/W2784192890","https://openalex.org/W2790594002","https://openalex.org/W2799823480","https://openalex.org/W2890944192","https://openalex.org/W2903391545","https://openalex.org/W2922384613","https://openalex.org/W2949442122","https://openalex.org/W2950087612","https://openalex.org/W2951284813","https://openalex.org/W2952620472","https://openalex.org/W2952805407","https://openalex.org/W2958110245","https://openalex.org/W4236405759"],"related_works":["https://openalex.org/W4245392756","https://openalex.org/W2093102124","https://openalex.org/W2035602429","https://openalex.org/W2784718595","https://openalex.org/W1997230327","https://openalex.org/W3129556899","https://openalex.org/W2162279274","https://openalex.org/W312641012","https://openalex.org/W2124860923","https://openalex.org/W2275216968"],"abstract_inverted_index":{"Herein,":[0],"we":[1],"report":[2],"the":[3,49,63,67,83],"metal-free":[4],"direct":[5],"C\u2013H":[6],"arylation":[7,75],"of":[8,24,55,59,85],"enones":[9],"mediated":[10],"by":[11],"hypervalent":[12],"iodine":[13,69],"reagents.":[14],"The":[15,31],"reaction":[16],"proceeds":[17],"via":[18,76],"a":[19,56,86],"reductive":[20],"iodonium":[21],"Claisen":[22],"rearrangement":[23],"in":[25],"situ":[26],"b-pyridinium":[27,87],"silyl":[28],"enol":[29],"ethers.":[30],"aryl":[32],"groups":[33],"are":[34,45],"derived":[35],"from":[36,48],"ArI(O":[37],"2":[38,42],"CCF":[39],"3":[40],")":[41],"reagents,":[43],"which":[44],"readily":[46],"accessed":[47],"parent":[50],"iodoarenes.":[51],"It":[52],"is":[53,89],"tolerant":[54],"wide":[57],"range":[58],"substitution":[60],"patterns":[61],"and":[62,81],"incorporated":[64],"arenes":[65],"maintain":[66],"valuable":[68],"functional":[70],"handle.":[71],"Mechanistic":[72],"investigations":[73],"implicate":[74],"an":[77],"umpoled":[78],"\u201cenolonium\u201d":[79],"species":[80],"that":[82],"presence":[84],"moiety":[88],"critical":[90],"for":[91],"desired":[92],"C\u2013C":[93],"bond":[94],"formation.":[95]},"counts_by_year":[{"year":2026,"cited_by_count":6},{"year":2025,"cited_by_count":6},{"year":2024,"cited_by_count":11},{"year":2023,"cited_by_count":8},{"year":2022,"cited_by_count":9},{"year":2021,"cited_by_count":13},{"year":2020,"cited_by_count":6},{"year":2019,"cited_by_count":3}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2019-12-26T00:00:00"}