(Z)-5-Benzylidene-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole

Author:

Morita Nobuyoshi1,Chiaki Hitomi1,Aonuma Shino1,Tanaka Kosaku1ORCID,Hashimoto Yoshimitsu1,Tamura Osamu1

Affiliation:

1. Department of Pharmacy, Showa Pharmaceutical University, Machida 194-8543, Tokyo, Japan

Abstract

By strategic use of the valence difference between hard gold(III) and soft gold(I) catalysts, one-pot synthesis of (Z)-5-benzylidene-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole (15) from propargylic alcohol (9) and p-toluamide (13) was achieved via gold(III)-catalyzed propargylic substitution followed by gold(I)-catalyzed cyclization. The structure of 15 was confirmed by X-ray crystallographic analysis.

Funder

JSPS KAKENHI

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

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