(E)-5-[Bromo(phenyl)methylene]-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole

Author:

Morita Nobuyoshi1,Kurami Saki1,Ishii Naho1,Tanaka Kosaku12,Hashimoto Yoshimitsu1,Tamura Osamu1

Affiliation:

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

2. Research Foundation ITSUU Laboratory, C1232 Kanagawa Science Park R & D Building, 3-2-1 Sakado Takatsu-ku, Kawasaki 213-0012, Japan

Abstract

One-pot synthesis of (E)-5-[bromo(phenyl)methylene]-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole (9) from propargylic alcohol 5 and p-toluamide (6) was achieved via gold(III)-catalyzed propargylic substitution, followed by gold(III)-catalyzed bromocyclization. The structure of 9 was confirmed by an X-ray crystallographic analysis.

Funder

JSPS KAKENHI

Publisher

MDPI AG

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5. Enantioselective catalytic cyclopropanation-rearrangement approach to chiral spiroketals;Dong;Org. Lett.,2021

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