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  • Direct palladium(II)-catalyzed synthesis of arylamidines from aryltrifluoroborates.

Direct palladium(II)-catalyzed synthesis of arylamidines from aryltrifluoroborates.

Organic letters (2012-04-19)
Jonas Sävmarker, Jonas Rydfjord, Johan Gising, Luke R Odell, Mats Larhed
ABSTRACT

A fast and convenient synthesis of arylamidines starting from readily available potassium aryltrifluoroborates and cyanamides is reported. The coupling was achieved by Pd(II)-catalysis in a one step 20 min microwave protocol using Pd(O(2)CCF(3)), 6-methyl-2,2'-bipyridyl, TFA, and MeOH, providing the corresponding arylamidines in moderate to excellent yields.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cyanamide solution, 50 wt. % in H2O
Sigma-Aldrich
p-Tolylboronic acid, 97%
Sigma-Aldrich
Cyanamide, 99%
Sigma-Aldrich
Calcium cyanamide, technical grade