GaCl<sub>3</sub>-catalyzed reactions utilizing isocyanides as a C<sub>1</sub> source

PAC → Archive → Vol. 78 (2006) → Issue 2 → GaCl3-catalyzed reactions utilizing…

Pure Appl. Chem., 2006, Vol. 78, No. 2, pp. 275-280

http://dx.doi.org/10.1351/pac200678020275

GaCl₃-catalyzed reactions utilizing isocyanides as a C₁ source

Mamoru Tobisu, Masayuki Oshita, Sachiko Yoshioka, Aki Kitajima and Naoto Chatani

Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan

Abstract: Two GaCl₃-catalyzed reactions, which utilize isocyanides as a one-carbon unit, are described: a [4+1] cycloaddition of α,β-unsaturated carbonyl compounds with isocyanides, and an insertion reaction of isocyanides into a C-O bond of ketals and acetals. The relatively low affinity of GaCl₃ toward heteroatoms enables the successful catalysis.