{"id":"https://openalex.org/W2085513121","doi":"https://doi.org/10.1021/jo300162c","title":"Friedel\u2013Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis","display_name":"Friedel\u2013Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis","publication_year":2012,"publication_date":"2012-03-29","ids":{"openalex":"https://openalex.org/W2085513121","doi":"https://doi.org/10.1021/jo300162c","mag":"2085513121","pmid":"https://pubmed.ncbi.nlm.nih.gov/22458307","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/3360956"},"language":"en","primary_location":{"id":"doi:10.1021/jo300162c","doi":"https://doi.org/10.1021/jo300162c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo300162c","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3360956","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5028984562","display_name":"Chunhui Dai","orcid":"https://orcid.org/0000-0001-7436-7831","observed_orcids":["https://orcid.org/0000-0001-7436-7831"]},"institutions":[{"id":"https://openalex.org/I111088046","display_name":"Boston University","ror":"https://ror.org/05qwgg493","country_code":"US","type":"education","lineage":["https://openalex.org/I111088046"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Chunhui Dai","raw_affiliation_strings":["Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]},{"raw_affiliation_string":"Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5086601109","display_name":"Francesco Meschini","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I111088046","display_name":"Boston University","ror":"https://ror.org/05qwgg493","country_code":"US","type":"education","lineage":["https://openalex.org/I111088046"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Francesco Meschini","raw_affiliation_strings":["Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]},{"raw_affiliation_string":"Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5032643738","display_name":"Jagan M. R. Narayanam","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I111088046","display_name":"Boston University","ror":"https://ror.org/05qwgg493","country_code":"US","type":"education","lineage":["https://openalex.org/I111088046"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jagan M. R. Narayanam","raw_affiliation_strings":["Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]},{"raw_affiliation_string":"Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5036992723","display_name":"Corey R. J. Stephenson","orcid":"https://orcid.org/0000-0002-2443-5514","observed_orcids":["https://orcid.org/0000-0002-2443-5514"]},"institutions":[{"id":"https://openalex.org/I111088046","display_name":"Boston University","ror":"https://ror.org/05qwgg493","country_code":"US","type":"education","lineage":["https://openalex.org/I111088046"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Corey R. J. Stephenson","raw_affiliation_strings":["Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department\rof Chemistry, Boston University, 590 Commonwealth\rAvenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]},{"raw_affiliation_string":"Department#R#of Chemistry, Boston University, 590 Commonwealth#R#Avenue, Boston, Massachusetts 02215, United States","institution_ids":["https://openalex.org/I111088046"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5036992723"],"corresponding_institution_ids":["https://openalex.org/I111088046"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":8.0143,"has_fulltext":false,"cited_by_count":213,"citation_normalized_percentile":{"value":0.98527113,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":98,"max":100},"biblio":{"volume":"77","issue":"9","first_page":"4425","last_page":"4431"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.9702000021934509,"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/T10701","display_name":"Radical Photochemical Reactions","score":0.9702000021934509,"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/T11831","display_name":"Chemical Synthesis and Reactions","score":0.009399999864399433,"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/T14068","display_name":"Organic and Inorganic Chemical Reactions","score":0.0026000000070780516,"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/persulfate-oxidation","display_name":"persulfate oxidation","score":0.8980000019073486},{"id":"https://openalex.org/keywords/thermal-decomposition","display_name":"thermal decomposition","score":0.9369999766349792},{"id":"https://openalex.org/keywords/c-o-bond-formation","display_name":"C\u2013O bond formation","score":0.7200000286102295},{"id":"https://openalex.org/keywords/carbon-carbon-bond-formation","display_name":"C\u2013C bond formation","score":0.9559999704360962},{"id":"https://openalex.org/keywords/electron-rich-arenes","display_name":"electron-rich arenes","score":0.8180000185966492},{"id":"https://openalex.org/keywords/alcohol-chemistry","display_name":"alcohol chemistry","score":0.6830000281333923}],"concepts":[{"id":"https://openalex.org/C202224193","wikidata":"https://www.wikidata.org/wiki/Q649999","display_name":"Friedel\u2013Crafts reaction","level":3,"score":0.9122907519340515},{"id":"https://openalex.org/C2778729139","wikidata":"https://www.wikidata.org/wiki/Q2280718","display_name":"Persulfate","level":3,"score":0.7880609035491943},{"id":"https://openalex.org/C65165184","wikidata":"https://www.wikidata.org/wiki/Q218831","display_name":"Photocatalysis","level":3,"score":0.7703823447227478},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7381342649459839},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.646612286567688},{"id":"https://openalex.org/C2781127917","wikidata":"https://www.wikidata.org/wiki/Q415226","display_name":"Potassium persulfate","level":4,"score":0.6397224068641663},{"id":"https://openalex.org/C163638829","wikidata":"https://www.wikidata.org/wiki/Q900337","display_name":"Lewis acids and bases","level":3,"score":0.6304598450660706},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6051194667816162},{"id":"https://openalex.org/C124681953","wikidata":"https://www.wikidata.org/wiki/Q339062","display_name":"Decomposition","level":2,"score":0.5750290155410767},{"id":"https://openalex.org/C160434732","wikidata":"https://www.wikidata.org/wiki/Q2611095","display_name":"Thermal decomposition","level":2,"score":0.4825124740600586},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.4270560145378113},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3672465682029724},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3285961151123047},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.07649621367454529},{"id":"https://openalex.org/C44228677","wikidata":"https://www.wikidata.org/wiki/Q181898","display_name":"Polymerization","level":3,"score":0.0}],"mesh":[{"descriptor_ui":"D000478","descriptor_name":"Alkylation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008027","descriptor_name":"Light","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009942","descriptor_name":"Organometallic Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D010084","descriptor_name":"Oxidation-Reduction","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010777","descriptor_name":"Photochemistry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010782","descriptor_name":"Photolysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D012428","descriptor_name":"Ruthenium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013696","descriptor_name":"Temperature","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013818","descriptor_name":"Thermogravimetry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1021/jo300162c","doi":"https://doi.org/10.1021/jo300162c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo300162c","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:22458307","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/22458307","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":"The Journal of organic chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:2643253","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3360956","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:3360956","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3360956","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 Org Chem","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:europepmc.org:2643253","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3360956","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"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G3309780078","display_name":"Photoredox Catalysis Applications to Bioactive Compounds","funder_award_id":"R01GM096129","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320306151","display_name":"Alfred P. Sloan Foundation","ror":"https://ror.org/052csg198"},{"id":"https://openalex.org/F4320307770","display_name":"AstraZeneca","ror":"https://ror.org/04r9x1a08"},{"id":"https://openalex.org/F4320320924","display_name":"Schweizerischer Nationalfonds zur F\u00f6rderung der Wissenschaftlichen Forschung","ror":"https://ror.org/00yjd3n13"},{"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"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":47,"referenced_works":["https://openalex.org/W1963854859","https://openalex.org/W1965780828","https://openalex.org/W1970476686","https://openalex.org/W1970936040","https://openalex.org/W1972210800","https://openalex.org/W1973609141","https://openalex.org/W1980343971","https://openalex.org/W1980644930","https://openalex.org/W1981434418","https://openalex.org/W1983027586","https://openalex.org/W1985066293","https://openalex.org/W1985558712","https://openalex.org/W1994179009","https://openalex.org/W1996259344","https://openalex.org/W1996438907","https://openalex.org/W1999031172","https://openalex.org/W1999601844","https://openalex.org/W2003967695","https://openalex.org/W2017685895","https://openalex.org/W2019768314","https://openalex.org/W2024839867","https://openalex.org/W2027062282","https://openalex.org/W2036996648","https://openalex.org/W2038607621","https://openalex.org/W2040168806","https://openalex.org/W2047809755","https://openalex.org/W2050379798","https://openalex.org/W2051822378","https://openalex.org/W2078127794","https://openalex.org/W2080895589","https://openalex.org/W2081380246","https://openalex.org/W2087152379","https://openalex.org/W2093060314","https://openalex.org/W2093527245","https://openalex.org/W2099014270","https://openalex.org/W2101833237","https://openalex.org/W2107430859","https://openalex.org/W2116476783","https://openalex.org/W2121864783","https://openalex.org/W2139043263","https://openalex.org/W2163185168","https://openalex.org/W2318715202","https://openalex.org/W2332359018","https://openalex.org/W2950065954","https://openalex.org/W2950906342","https://openalex.org/W2956024607","https://openalex.org/W4245809625"],"related_works":["https://openalex.org/W2951989515","https://openalex.org/W2944182267","https://openalex.org/W4386549311","https://openalex.org/W2296795187","https://openalex.org/W4285788689","https://openalex.org/W3202444499","https://openalex.org/W2999974270","https://openalex.org/W2994472622","https://openalex.org/W2037920085","https://openalex.org/W4298228801"],"abstract_inverted_index":{"Friedel-Crafts":[0,42],"amidoalkylation":[1],"was":[2],"achieved":[3],"by":[4],"oxidation":[5],"of":[6,14,31],"dialkylamides":[7,33],"using":[8],"persulfate":[9,35],"(S(2)O(8)(2-))":[10],"in":[11],"the":[12,15,32],"presence":[13],"visible":[16],"light":[17],"catalyst,":[18],"Ru(bpy)(3)Cl(2),":[19],"at":[20],"room":[21],"temperature,":[22],"via":[23],"a":[24,37],"reactive":[25],"N-acyliminium":[26],"intermediate.":[27],"Alternatively,":[28],"mild":[29],"heating":[30],"and":[34,39,45,64],"afforded":[36],"metal":[38],"Lewis":[40],"acid-free":[41],"amidoalkylation.":[43],"Alcohols":[44],"electron-rich":[46],"arenes":[47],"served":[48],"as":[49],"effective":[50],"nucleophiles,":[51],"forming":[52],"new":[53],"C-O":[54],"or":[55],"C-C":[56],"bonds.":[57],"In":[58],"general,":[59],"photocatalysis":[60],"provided":[61],"higher":[62],"yields":[63],"better":[65],"selectivities.":[66]},"counts_by_year":[{"year":2026,"cited_by_count":5},{"year":2025,"cited_by_count":11},{"year":2024,"cited_by_count":14},{"year":2023,"cited_by_count":13},{"year":2022,"cited_by_count":12},{"year":2021,"cited_by_count":15},{"year":2020,"cited_by_count":11},{"year":2019,"cited_by_count":22},{"year":2018,"cited_by_count":18},{"year":2017,"cited_by_count":17},{"year":2016,"cited_by_count":16},{"year":2015,"cited_by_count":13},{"year":2014,"cited_by_count":19},{"year":2013,"cited_by_count":17},{"year":2012,"cited_by_count":9}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
