{"id":"https://openalex.org/W3024580263","doi":"https://doi.org/10.1021/acs.orglett.0c01395","title":"Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes","display_name":"Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes","publication_year":2020,"publication_date":"2020-05-13","ids":{"openalex":"https://openalex.org/W3024580263","doi":"https://doi.org/10.1021/acs.orglett.0c01395","mag":"3024580263","pmid":"https://pubmed.ncbi.nlm.nih.gov/32400165","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/7328341"},"language":"en","primary_location":{"id":"doi:10.1021/acs.orglett.0c01395","doi":"https://doi.org/10.1021/acs.orglett.0c01395","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.0c01395","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"Organic Letters","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/7328341","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5003299219","display_name":"Zhichao Lu","orcid":"https://orcid.org/0000-0002-4746-7543","observed_orcids":["https://orcid.org/0000-0002-4746-7543"]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Zhichao Lu","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States"],"raw_orcid":"https://orcid.org/0000-0002-4746-7543","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5028758745","display_name":"Olivia Hennis","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Olivia Hennis","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"middle","author":{"id":null,"display_name":"Joseph Gentry","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I22675022","display_name":"Williams College","ror":"https://ror.org/04avkmd49","country_code":"US","type":"education","lineage":["https://openalex.org/I22675022"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Joseph Gentry","raw_affiliation_strings":["Williams College, Williamstown, Massachusetts 01267, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Williams College, Williamstown, Massachusetts 01267, United States","institution_ids":["https://openalex.org/I22675022"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5026013529","display_name":"Bo Xu","orcid":"https://orcid.org/0000-0001-8702-1872","observed_orcids":["https://orcid.org/0000-0001-8702-1872"]},"institutions":[{"id":"https://openalex.org/I181326427","display_name":"Donghua University","ror":"https://ror.org/035psfh38","country_code":"CN","type":"education","lineage":["https://openalex.org/I181326427"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Bo Xu","raw_affiliation_strings":["College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China"],"raw_orcid":"https://orcid.org/0000-0001-8702-1872","affiliations":[{"raw_affiliation_string":"College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China","institution_ids":["https://openalex.org/I181326427"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5061002470","display_name":"Gerald B. Hammond","orcid":"https://orcid.org/0000-0002-9814-5536","observed_orcids":["https://orcid.org/0000-0002-9814-5536"]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Gerald B. Hammond","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States"],"raw_orcid":"https://orcid.org/0000-0002-9814-5536","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States","institution_ids":["https://openalex.org/I142740786"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5026013529","https://openalex.org/A5061002470"],"corresponding_institution_ids":["https://openalex.org/I142740786","https://openalex.org/I181326427"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":1.4619,"has_fulltext":false,"cited_by_count":25,"citation_normalized_percentile":{"value":0.76448698,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"22","issue":"11","first_page":"4383","last_page":"4388"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10947","display_name":"Fluorine in Organic Chemistry","score":0.8539999723434448,"subfield":{"id":"https://openalex.org/subfields/3003","display_name":"Pharmaceutical Science"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10947","display_name":"Fluorine in Organic Chemistry","score":0.8539999723434448,"subfield":{"id":"https://openalex.org/subfields/3003","display_name":"Pharmaceutical Science"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.1136000007390976,"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/T11611","display_name":"Cyclopropane Reaction Mechanisms","score":0.023099999874830246,"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/aryl-diazonium-salts","display_name":"aryl diazonium salts","score":0.8659999966621399},{"id":"https://openalex.org/keywords/unactivated-alkenes","display_name":"unactivated alkenes","score":0.8169999718666077},{"id":"https://openalex.org/keywords/fluoromethylation","display_name":"fluoromethylation","score":0.546999990940094},{"id":"https://openalex.org/keywords/metal-free-synthesis","display_name":"metal-free synthesis","score":0.5960000157356262},{"id":"https://openalex.org/keywords/late-stage-modification","display_name":"late-stage modification","score":0.7289999723434448},{"id":"https://openalex.org/keywords/natural-products","display_name":"natural products","score":0.7459999918937683}],"concepts":[{"id":"https://openalex.org/C139066938","wikidata":"https://www.wikidata.org/wiki/Q185056","display_name":"Radical","level":2,"score":0.9389967918395996},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9299145936965942},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.6536160707473755},{"id":"https://openalex.org/C2777332933","wikidata":"https://www.wikidata.org/wiki/Q170409","display_name":"Functional group","level":3,"score":0.5923165678977966},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.49358856678009033},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4678536057472229},{"id":"https://openalex.org/C42058472","wikidata":"https://www.wikidata.org/wiki/Q810214","display_name":"Base (topology)","level":2,"score":0.4419105648994446},{"id":"https://openalex.org/C2777389692","wikidata":"https://www.wikidata.org/wiki/Q4802699","display_name":"Aryl radical","level":4,"score":0.42452964186668396},{"id":"https://openalex.org/C2991944050","wikidata":"https://www.wikidata.org/wiki/Q36534","display_name":"Reaction conditions","level":3,"score":0.42271360754966736},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.404203325510025},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.38199329376220703},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.12666019797325134},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.061599284410476685},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.0},{"id":"https://openalex.org/C134306372","wikidata":"https://www.wikidata.org/wiki/Q7754","display_name":"Mathematical analysis","level":1,"score":0.0},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000475","descriptor_name":"Alkenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D005609","descriptor_name":"Free Radicals","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D005609","descriptor_name":"Free Radicals","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D006845","descriptor_name":"Hydrocarbons, Fluorinated","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D006845","descriptor_name":"Hydrocarbons, Fluorinated","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007094","descriptor_name":"Imides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D007094","descriptor_name":"Imides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1021/acs.orglett.0c01395","doi":"https://doi.org/10.1021/acs.orglett.0c01395","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.orglett.0c01395","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"Organic Letters","raw_type":"journal-article"},{"id":"pmid:32400165","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/32400165","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":"Organic letters","raw_type":"Journal Article"},{"id":"pmh:oai:pubmedcentral.nih.gov:7328341","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/7328341","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":"Org Lett","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:pubmedcentral.nih.gov:7328341","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/7328341","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":"Org Lett","raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G4645608422","display_name":null,"funder_award_id":"NSFC\u201021672035","funder_id":"https://openalex.org/F4320321001","funder_display_name":"National Natural Science Foundation of China"},{"id":"https://openalex.org/G7136841636","display_name":"Nucleophilic halogenation reagents","funder_award_id":"R01GM121660","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320321001","display_name":"National Natural Science Foundation of China","ror":"https://ror.org/01h0zpd94"},{"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":67,"referenced_works":["https://openalex.org/W367128937","https://openalex.org/W818121674","https://openalex.org/W1968000597","https://openalex.org/W1983401069","https://openalex.org/W1991723003","https://openalex.org/W1996648165","https://openalex.org/W2006683822","https://openalex.org/W2009008810","https://openalex.org/W2033638962","https://openalex.org/W2038259846","https://openalex.org/W2057509100","https://openalex.org/W2064881372","https://openalex.org/W2075533246","https://openalex.org/W2077408880","https://openalex.org/W2085495486","https://openalex.org/W2093750721","https://openalex.org/W2101491611","https://openalex.org/W2105361411","https://openalex.org/W2121528866","https://openalex.org/W2123736967","https://openalex.org/W2144869962","https://openalex.org/W2155016053","https://openalex.org/W2161235007","https://openalex.org/W2193403288","https://openalex.org/W2196355784","https://openalex.org/W2239035757","https://openalex.org/W2253840558","https://openalex.org/W2264719596","https://openalex.org/W2287960812","https://openalex.org/W2312308475","https://openalex.org/W2316766720","https://openalex.org/W2317369589","https://openalex.org/W2318461157","https://openalex.org/W2319198943","https://openalex.org/W2323669102","https://openalex.org/W2333691026","https://openalex.org/W2334721406","https://openalex.org/W2334919506","https://openalex.org/W2346064304","https://openalex.org/W2410730504","https://openalex.org/W2418047662","https://openalex.org/W2490681934","https://openalex.org/W2549704380","https://openalex.org/W2552416281","https://openalex.org/W2625090226","https://openalex.org/W2779917919","https://openalex.org/W2785883374","https://openalex.org/W2795534721","https://openalex.org/W2886903490","https://openalex.org/W2889186176","https://openalex.org/W2895509733","https://openalex.org/W2897907938","https://openalex.org/W2900860670","https://openalex.org/W2910980918","https://openalex.org/W2911982472","https://openalex.org/W2913844920","https://openalex.org/W2914176194","https://openalex.org/W2914372734","https://openalex.org/W2916830551","https://openalex.org/W2920594621","https://openalex.org/W2921344615","https://openalex.org/W2936149858","https://openalex.org/W2949648488","https://openalex.org/W2952228683","https://openalex.org/W2960375316","https://openalex.org/W2962266811","https://openalex.org/W4291208076"],"related_works":["https://openalex.org/W4391620099","https://openalex.org/W2335060446","https://openalex.org/W2934453408","https://openalex.org/W2309010099","https://openalex.org/W2949683256","https://openalex.org/W3118357319","https://openalex.org/W1971626644","https://openalex.org/W4376866695","https://openalex.org/W3014319050","https://openalex.org/W2606225627"],"abstract_inverted_index":{"The":[0,32],"base-induced":[1],"reaction":[2,57],"of":[3,23,34,71],"aryl":[4],"diazonium":[5],"salts":[6],"with":[7,29,39],"commercially":[8],"available":[9],"CF":[10],"3":[11],"SO":[12],"2":[13,15,17],"Na/CF":[14],"HSO":[16],"Na":[18],"allows":[19],"for":[20],"the":[21,24,44,68],"generation":[22],"corresponding":[25],"diazene":[26,41],"radicals":[27,36],"along":[28],"fluoromethyl":[30,35],"radicals.":[31],"addition":[33],"to":[37,49],"alkenes":[38],"subsequent":[40],"trapping":[42],"provides":[43],"azofluoromethylation":[45],"products":[46,74],"in":[47,67],"good":[48],"excellent":[50],"yields.":[51],"This":[52],"metal-free":[53],"method":[54],"under":[55],"mild":[56],"conditions":[58],"has":[59],"broad":[60],"functional":[61],"group":[62],"compatibility":[63],"and":[64,75],"is":[65],"applicable":[66],"late-stage":[69],"modification":[70],"various":[72],"natural":[73],"bioactive":[76],"molecules.":[77]},"counts_by_year":[{"year":2025,"cited_by_count":3},{"year":2024,"cited_by_count":7},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":9},{"year":2020,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2020-05-21T00:00:00"}
