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Solution-phase parallel oxazole synthesis with TosMIC

Bheemashankar A. Kulkarnia and Arun Ganesan*

*Chemistry, University of Southampton, Highfield, Southampton, UK, SO17 1BJ, Email:

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

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


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.

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Key Words

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

ID: J72-Y1999-0780