{"id":"https://openalex.org/W4286001972","doi":"https://doi.org/10.1021/acs.joc.2c00854","title":"Visible-Light-Promoted Fe(III)-Catalyzed N\u2013H Alkylation of Amides and N-Heterocycles","display_name":"Visible-Light-Promoted Fe(III)-Catalyzed N\u2013H Alkylation of Amides and N-Heterocycles","publication_year":2022,"publication_date":"2022-07-20","ids":{"openalex":"https://openalex.org/W4286001972","doi":"https://doi.org/10.1021/acs.joc.2c00854","pmid":"https://pubmed.ncbi.nlm.nih.gov/35857034"},"language":"en","primary_location":{"id":"doi:10.1021/acs.joc.2c00854","doi":"https://doi.org/10.1021/acs.joc.2c00854","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.2c00854","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","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5025182691","display_name":"Hangcheng Ni","orcid":"https://orcid.org/0000-0003-0519-9592","observed_orcids":["https://orcid.org/0000-0003-0519-9592"]},"institutions":[{"id":"https://openalex.org/I4210125143","display_name":"Chengdu University","ror":"https://ror.org/034z67559","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210125143"]},{"id":"https://openalex.org/I4210152737","display_name":"Jinhua University of Vocational Technology","ror":"https://ror.org/047hbb113","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210152737"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Hangcheng Ni","raw_affiliation_strings":["College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China","Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China"],"raw_orcid":"https://orcid.org/0000-0003-0519-9592","affiliations":[{"raw_affiliation_string":"College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210152737"]},{"raw_affiliation_string":"Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210125143"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5102921111","display_name":"Chaoming Li","orcid":"https://orcid.org/0009-0009-3152-4548","observed_orcids":["https://orcid.org/0009-0009-3152-4548","https://orcid.org/0000-0002-1952-1709"]},"institutions":[{"id":"https://openalex.org/I4210125143","display_name":"Chengdu University","ror":"https://ror.org/034z67559","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210125143"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Chaoming Li","raw_affiliation_strings":["Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210125143"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5061920744","display_name":"Xingzi Shi","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210125143","display_name":"Chengdu University","ror":"https://ror.org/034z67559","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210125143"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xingzi Shi","raw_affiliation_strings":["Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Jinhua Branch, Sichuan Industrial Institute of Antibiotics, Chengdu University, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210125143"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5016478760","display_name":"Xianyue Hu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210152737","display_name":"Jinhua University of Vocational Technology","ror":"https://ror.org/047hbb113","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210152737"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xianyue Hu","raw_affiliation_strings":["College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210152737"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5068714594","display_name":"Hui Z. Mao","orcid":"https://orcid.org/0000-0002-0147-6022","observed_orcids":["https://orcid.org/0000-0002-0147-6022","https://orcid.org/0000-0002-4193-9431"]},"institutions":[{"id":"https://openalex.org/I4210152737","display_name":"Jinhua University of Vocational Technology","ror":"https://ror.org/047hbb113","country_code":"CN","type":"education","lineage":["https://openalex.org/I4210152737"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Hui Mao","raw_affiliation_strings":["College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Pharmacy, Jinhua Polytechnic, Jinhua 321007, People\u2019s Republic of China","institution_ids":["https://openalex.org/I4210152737"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5025182691","https://openalex.org/A5068714594"],"corresponding_institution_ids":["https://openalex.org/I4210125143","https://openalex.org/I4210152737"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":2.3787,"has_fulltext":false,"cited_by_count":33,"citation_normalized_percentile":{"value":0.89579297,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":98,"max":99},"biblio":{"volume":"87","issue":"15","first_page":"9797","last_page":"9805"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.9984999895095825,"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":0.9984999895095825,"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/T12251","display_name":"Synthesis and Catalytic Reactions","score":0.000699999975040555,"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":0.00019999999494757503,"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/iron-catalysis","display_name":"iron catalysis","score":0.7269999980926514},{"id":"https://openalex.org/keywords/visible-light-photocatalysis","display_name":"visible light photocatalysis","score":0.7950000166893005},{"id":"https://openalex.org/keywords/amides","display_name":"amides","score":0.9319999814033508},{"id":"https://openalex.org/keywords/nitrogen-containing-heterocycles","display_name":"nitrogen heterocycles","score":0.9340000152587891},{"id":"https://openalex.org/keywords/ligand-to-metal-charge-transfer","display_name":"ligand-to-metal charge transfer","score":0.9440000057220459},{"id":"https://openalex.org/keywords/radical-chemistry","display_name":"radical chemistry","score":0.734000027179718},{"id":"https://openalex.org/keywords/pharmaceuticals","display_name":"pharmaceuticals","score":0.8999999761581421},{"id":"https://openalex.org/keywords/ring-opening","display_name":"ring opening","score":0.7110000252723694},{"id":"https://openalex.org/keywords/hydrogen-atom-transfer","display_name":"hydrogen atom transfer","score":0.7789999842643738},{"id":"https://openalex.org/keywords/tert-butoxyl-radical","display_name":"tert-butoxyl radical","score":0.9739999771118164},{"id":"https://openalex.org/keywords/chlorine-radicals","display_name":"chlorine radicals","score":0.9629999995231628},{"id":"https://openalex.org/keywords/c-sp3-h-activation","display_name":"C(sp3)-H activation","score":0.9070000052452087},{"id":"https://openalex.org/keywords/mechanistic-studies","display_name":"mechanistic studies","score":0.6079999804496765}],"concepts":[{"id":"https://openalex.org/C164361826","wikidata":"https://www.wikidata.org/wiki/Q177604","display_name":"Alkylation","level":3,"score":0.9359955191612244},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8326659202575684},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.7550095319747925},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5104381442070007},{"id":"https://openalex.org/C544153396","wikidata":"https://www.wikidata.org/wiki/Q11426","display_name":"Metal","level":2,"score":0.4722922444343567},{"id":"https://openalex.org/C2776371256","wikidata":"https://www.wikidata.org/wiki/Q12370","display_name":"Salt (chemistry)","level":2,"score":0.45457595586776733},{"id":"https://openalex.org/C45849291","wikidata":"https://www.wikidata.org/wiki/Q17166058","display_name":"Photoredox catalysis","level":4,"score":0.43822234869003296},{"id":"https://openalex.org/C116569031","wikidata":"https://www.wikidata.org/wiki/Q899107","display_name":"Ligand (biochemistry)","level":3,"score":0.418364554643631},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.41634491086006165},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.41090261936187744},{"id":"https://openalex.org/C2776640939","wikidata":"https://www.wikidata.org/wiki/Q6643508","display_name":"Hydrogen atom","level":3,"score":0.4106394946575165},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.350762277841568},{"id":"https://openalex.org/C65165184","wikidata":"https://www.wikidata.org/wiki/Q218831","display_name":"Photocatalysis","level":3,"score":0.10398480296134949},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.07674986124038696},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000478","descriptor_name":"Alkylation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000577","descriptor_name":"Amides","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D005290","descriptor_name":"Ferric Compounds","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.joc.2c00854","doi":"https://doi.org/10.1021/acs.joc.2c00854","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.2c00854","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:35857034","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/35857034","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"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[{"display_name":"Clean water and sanitation","score":0.7400000095367432,"id":"https://metadata.un.org/sdg/6"}],"study_designs":[],"awards":[{"id":"https://openalex.org/G1352658552","display_name":null,"funder_award_id":"LQ20B010005","funder_id":"https://openalex.org/F4320338464","funder_display_name":"Natural Science Foundation of Zhejiang Province"},{"id":"https://openalex.org/G8310793063","display_name":"\u624b\u6027\u80fa\u50ac\u5316\u4e0d\u5bf9\u79f0\u5408\u6210\u8f74\u624b\u6027\u5316\u5408\u7269\u7684\u7814\u7a76","funder_award_id":"LQ19B020003","funder_id":"https://openalex.org/F4320338464","funder_display_name":"Natural Science Foundation of Zhejiang Province"}],"funders":[{"id":"https://openalex.org/F4320338464","display_name":"Natural Science Foundation of Zhejiang Province","ror":"https://ror.org/01h0zpd94"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":51,"referenced_works":["https://openalex.org/W1988517589","https://openalex.org/W1991192698","https://openalex.org/W1996941025","https://openalex.org/W2033286124","https://openalex.org/W2034816859","https://openalex.org/W2034968657","https://openalex.org/W2044992110","https://openalex.org/W2073424358","https://openalex.org/W2132498454","https://openalex.org/W2137998274","https://openalex.org/W2146568308","https://openalex.org/W2278002274","https://openalex.org/W2336243697","https://openalex.org/W2342772717","https://openalex.org/W2344832573","https://openalex.org/W2407040666","https://openalex.org/W2418726947","https://openalex.org/W2498949635","https://openalex.org/W2513990268","https://openalex.org/W2523833102","https://openalex.org/W2552303952","https://openalex.org/W2580108449","https://openalex.org/W2749599940","https://openalex.org/W2752964124","https://openalex.org/W2768665435","https://openalex.org/W2774294618","https://openalex.org/W2790121956","https://openalex.org/W2795832693","https://openalex.org/W2896917408","https://openalex.org/W2897580722","https://openalex.org/W2899830480","https://openalex.org/W2902988132","https://openalex.org/W2904503380","https://openalex.org/W2906797670","https://openalex.org/W2948907025","https://openalex.org/W2967349170","https://openalex.org/W3006250236","https://openalex.org/W3011212992","https://openalex.org/W3041124552","https://openalex.org/W3042686970","https://openalex.org/W3160436526","https://openalex.org/W3169561413","https://openalex.org/W3176445847","https://openalex.org/W3178909786","https://openalex.org/W3189475088","https://openalex.org/W3206851406","https://openalex.org/W3209586851","https://openalex.org/W3209872961","https://openalex.org/W3214852863","https://openalex.org/W4220680029","https://openalex.org/W4220829006"],"related_works":["https://openalex.org/W2754430909","https://openalex.org/W3189475088","https://openalex.org/W4390607975","https://openalex.org/W4415916400","https://openalex.org/W4283264844","https://openalex.org/W4289520303","https://openalex.org/W4372292750","https://openalex.org/W4409961759","https://openalex.org/W2884290857","https://openalex.org/W4417447268"],"abstract_inverted_index":{"The":[0,48],"combination":[1],"of":[2,6,25,33,50,59,99],"the":[3,21,97],"radical":[4,89,93],"chemistry":[5],"ligand-to-metal":[7],"charge":[8],"transfer":[9,84],"with":[10],"metal":[11],"catalysis":[12],"by":[13,56,85],"a":[14,86,91],"single":[15],"iron":[16],"salt":[17],"helps":[18],"to":[19,43],"realize":[20],"visible-light-promoted":[22],"N\u2013H":[23],"alkylation":[24,58],"amides":[26,34],"and":[27,35,90],"N":[28,45],"-heterocycles.":[29],"A":[30,77],"wide":[31],"variety":[32],"nitrogen-containing":[36],"heterocycles":[37],"were":[38],"tolerated":[39],"in":[40],"our":[41],"protocol":[42,52],"give":[44],"-alkylated":[46],"products.":[47],"applicability":[49],"this":[51],"was":[53,94],"further":[54],"demonstrated":[55],"late-stage":[57],"N\u2013H-containing":[60],"pharmaceuticals.":[61],"Moreover,":[62],"N\u2013H-alkylated":[63],"\u03b1-amino":[64],"tetrahydrofurans":[65],"could":[66],"be":[67],"transformed":[68],"into":[69],"versatile":[70],"ring-opened":[71],"amino":[72],"alcohols":[73],"under":[74],"reducing":[75],"conditions.":[76],"mechanistic":[78],"study":[79],"revealed":[80],"that":[81],"hydrogen":[82],"atom":[83],"tert":[87],"-butoxyl":[88],"chlorine":[92],"responsible":[95],"for":[96],"activation":[98],"C(sp":[100],"3":[101],")\u2013H":[102],"precursors.":[103]},"counts_by_year":[{"year":2026,"cited_by_count":8},{"year":2025,"cited_by_count":7},{"year":2024,"cited_by_count":11},{"year":2023,"cited_by_count":7}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2022-07-21T00:00:00"}
