Alkylation of Heteroaryl Chlorides through Homolytic Aromatic Substitution by Alkyl Radicals Derived from Alkyl Formates

The alkylation of heteroaryl chlorides through a homolytic aromatic substitution (HAS) mechanism was achieved by the use of alkyl formates as alkylating agents in the presence of a tert-butoxy radical precursor, where alkyl radicals are generated from alkyl formates through hydrogen abstraction foll...

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Bibliographic Details
Published inChemistry letters Vol. 50; no. 5; pp. 1006 - 1010
Main Authors Ikeda, Yuko, Mandai, Tomoya, Yonekura, Kyohei, Shirakawa, Eiji
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.05.2021
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
Alkyl formates
ALDEHYDES
Radical mechanism
Alkylation
ALKANES
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Summary:The alkylation of heteroaryl chlorides through a homolytic aromatic substitution (HAS) mechanism was achieved by the use of alkyl formates as alkylating agents in the presence of a tert-butoxy radical precursor, where alkyl radicals are generated from alkyl formates through hydrogen abstraction followed by beta-scission with decarboxylation.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.210015