Organic Chemistry Portal

Abstracts

Search:

Solution-phase parallel oxazole synthesis with TosMIC

Bheemashankar A. Kulkarnia and Arun Ganesan*

*Chemistry, University of Southampton, Highfield, Southampton, UK, SO17 1BJ, Email: a.ganesansoton.ac.uk

B. A. Kulkarnia, A. Ganesan, Tetrahedron Lett., 1999, 40, 5637-5638.

DOI: 10.1016/S0040-4039(99)01050-3


Abstract

A quaternary ammonium hydroxide ion exchange resin catalyzes the reaction of p-tolylsulfonylmethyl isocyanide (TosMIC) with aromatic aldehydes to give 5-aryloxazoles. The base and the p-tolylsulfinic acid byproduct can be removed by simple filtration, resulting in oxazoles in high yield and purity.

see article for more examples



Key Words

Supported reagents/reactions, combinatorial chemistry, isocyanides, oxazoles, Van Leusen Oxazole Synthesis


ID: J72-Y1999-0780