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  • Suzuki coupling of potassium cyclopropyl- and alkoxymethyltrifluoroborates with benzyl chlorides.

Suzuki coupling of potassium cyclopropyl- and alkoxymethyltrifluoroborates with benzyl chlorides.

The Journal of organic chemistry (2012-03-07)
Virginie Colombel, Frederik Rombouts, Daniel Oehlrich, Gary A Molander
ABSTRACT

Efficient Csp(3)-Csp(3) Suzuki couplings have been developed with both potassium cyclopropyl- and alkoxymethyltrifluoroborates. Moderate to good yields have been achieved in the cross-coupling of potassium cyclopropyltrifluoroborate with benzyl chlorides possessing electron-donating or electron-withdrawing substituents. Benzyl chloride was also successfully cross-coupled to potassium alkoxymethyltrifluoroborates derived from primary, secondary, and tertiary alcohols.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
tert-Butanol, anhydrous, ≥99.5%
Supelco
tert-Butanol, analytical standard
Sigma-Aldrich
tert-Butanol, puriss. p.a., ACS reagent, ≥99.7% (GC)
Sigma-Aldrich
tert-Butanol, TEBOL® 99, ≥99.3%
Sigma-Aldrich
tert-Butanol, ACS reagent, ≥99.0%
Sigma-Aldrich
tert-Butanol, ≥99% (GC)