Titanium (III) chloride mediated reduction of 1-nitro-2-phenylethenes

A Sera, S Fukumoto, M Tamura, K Takabatake…

Index: Sera, Akira; Fukumoto, Shoji; Tamura, Masako; Takabatake, Kiyoshi; Yamada, Hiroaki; Itoh, Kuniaki Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 6 p. 1787 - 1791

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Citation Number: 10

Abstract

The reaction of 1-nitro-2-phenylethenes (β-nitrostyrenes) with aqueous titanium (III) chloride afforded substituted pyrroles in addition to the expected reduction products, oximes and carbonyl compounds. 2-Substituted 1-nitro-2-phenylethenes yielded divinylamine derivatives instead of pyrroles. The reaction mechanism has been rationalized by taking account of the electron transfer from titanium (III) species to the nitro olefins, followed by ...