Copper()-catalyzed intermolecular cyanoarylation of alkenes: convenient access to α-alkylated arylacetonitriles

A novel Cu( i )-catalyzed intermolecular cyanoarylation of alkenes with diaryliodonium salts as a radical arylating reagent and tetra -butylammonium cyanide as an electrophilic cyanating reagent was established. A broad range of α-alkylated arylacetonitriles were efficiently constructed in good to e...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 27; pp. 5234 - 5237
Main Authors Chen, Xin-Jie, Gui, Qing-Wen, Yi, Rongnan, Yu, Xianyong, Wu, Zhi-Lin, Huang, Ying, Cao, Zhong, He, Wei-Min
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 15.07.2020
Royal Society of Chemistry
Subjects
Alkenes
Alkylation
Chemistry
Chemistry, Organic
Copper
Cyanides
Oxidants
Oxidizing agents
Physical Sciences
Reagents
Salts
Science & Technology
ALCOHOLS
NITRILES
PHOTOREDOX
ARYLATION
ALKYLNITRILES
REGIOSELECTIVE SYNTHESIS
DIARYLIODONIUM SALTS
QUINOXALIN-2(1H)-ONES
CYANOALKYLATION
CASCADE ANNULATION
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Summary:A novel Cu( i )-catalyzed intermolecular cyanoarylation of alkenes with diaryliodonium salts as a radical arylating reagent and tetra -butylammonium cyanide as an electrophilic cyanating reagent was established. A broad range of α-alkylated arylacetonitriles were efficiently constructed in good to excellent yields under base- and oxidant-free and mild conditions. An efficient method for the synthesis of α-alkylated arylacetonitriles through Cu( i )-catalyzed cyanoarylation of alkenes with diaryliodonium salts and tetra -butylammonium cyanide was established.
Bibliography:Electronic supplementary information (ESI) available. See DOI
10.1039/d0ob01055c
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01055c