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Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

ABSTRACT: A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways.

SUBMITTER: Molander GA

PROVIDER: S-EPMC4470619 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

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Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

Molander Gary A GA Canturk Belgin B

Organic letters 20080426 11

A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways. ...[more]

PMID: 18439019

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