Studies on the reaction of nitric oxide with α,β-unsaturated hydrazones

Author:

Yang Desuo1,Luo Xiaolin1,Zhu Haiyun1,Guo Yaning1,Wu Longmin2

Affiliation:

1. Department of Chemistry & Engineering, Baoji University of Arts & Science, Baoji, 721013, P.R. China.

2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, P.R. China.

Abstract

α,β-Unsaturated arylhydrazones (1) reacted with nitric oxide (NO) in the presence of a trace of oxygen to give α- (2a–2c, 2e, and 2f) or β-nitro (2d and 2g) unsaturated hydrazones in good yield and with high stereoselectivity. The reaction occurs most likely by an electrophilic addition of NO2 to the carbon–carbon double bond of 1 at its α- or β-position.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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