Reductive Alkylation of Arenes by a Thiol-Based Multicomponent Reaction

Regev Parnes, Doron Pappo

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

A simple and highly chemo- and regioselective method for introducing primary alkyl substituents into aromatic compounds was developed. The method is based on an electrophilic aromatic substitution of an aldehyde, promoted by a thiol, to afford 1-(alkylthio)alkylarenes, which can either be reduced in situ with triethylsilane or reacted further. This multicomponent reaction enables the direct introduction of both aromatic and linear and branched aliphatic alkyl groups into arenes. The above one-pot protocol may be performed in air and in the presence of water and is compatible with various functional groups.

Original languageEnglish
Pages (from-to)2924-2927
Number of pages4
JournalOrganic Letters
Volume17
Issue number12
DOIs
StatePublished - 19 Jun 2015

Fingerprint

Dive into the research topics of 'Reductive Alkylation of Arenes by a Thiol-Based Multicomponent Reaction'. Together they form a unique fingerprint.

Cite this