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Novel One-Pot Approach to Synthesis of Indanones through Sb(V)-Catalyzed Reaction of Phenylalkynes with Aldehydes

Akio Saito*, Masaharu Umakoshi, Naomi Yagyu and Yuji Hanzawa*

*Laboratory of Organic Reaction Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan, Email: akio-saiac.shoyaku.ac.jp, hanzawayac.shoyaku.ac.jp

A. Saito, M. Umakoshi, N. Yagyu, Y. Hanzawa, Org. Lett., 2008, 10, 1783-1785.

DOI: 10.1021/ol800539a (free Supporting Information)


Abstract

A catalytic amount of SbF5 efficiently converted a mixture of phenylalkynes and aldehydes to indanone compounds in one pot in the presence of EtOH as an additive, and the reaction afforded the corresponding 2,3-disubstituted indanones as a single trans-isomer.

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proposed reaction pathway



Key Words

Indanones, Nazarov Cyclization


ID: J54-Y2008-1170