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  • Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids.

Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids.

Organic letters (2006-09-08)
Zhihui Zhang, Lanny S Liebeskind
ABSTRACT

A new method for the synthesis of nitriles is described. As a complement to the classic cyanation of aryl halides using cyanide sources and a transition metal catalyst, the palladium-catalyzed cross-coupling of thiocyanates with boronic acids in the presence of copper(I) thiophene-2-carboxylate (CuTC) affords nitriles in good to excellent yields.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Copper(I) thiophene-2-carboxylate
Sigma-Aldrich
Benzyl thiocyanate, ≥95.0% (GC)