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. 2011 Apr 1;13(7):1852-5.
doi: 10.1021/ol2003572. Epub 2011 Mar 10.

Direct alkylation of heteroaryls using potassium alkyl- and alkoxymethyltrifluoroborates

Gary A Molander  1 , Virginie Colombel, Valerie A Braz
Affiliations

Direct alkylation of heteroaryls using potassium alkyl- and alkoxymethyltrifluoroborates

Gary A Molander et al. Org Lett. .

Abstract

A direct alkylation of various heteroaryls using stoichiometric potassium alkyl- and alkoxymethyltrifluoroborates has been developed. This method leads to the synthesis of complex substituted heterocycles, which have been obtained with yields up to 89%.

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Figures

Scheme 1
Scheme 1. Overview
Route A: Minisci reaction using alkyl halides, Route B: direct alkylation with potassium alkyltrifluoroborates.
Scheme 2
Scheme 2
Proposed mechanism with lepidine.
See this image and copyright information in PMC

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