4.8 Article

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

Journal

ORGANIC LETTERS
Volume 10, Issue 11, Pages 2135-2138

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800532p

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Funding

  1. NIGMS NIH HHS [R01 GM-081376, R01 GM081376] Funding Source: Medline

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A wide variety of alkoxymethyltrifluoroborate substrates were prepared via S(N)2 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.

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