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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 10
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Original Articles

The Reaction of 1-Nitro-4-(4-nitrophenylsulfonylmethyl)benzene with α,β-Unsaturated Esters

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Pages 2003-2008 | Received 11 Nov 1995, Published online: 21 Aug 2006
 

Abstract

Under solid-liquid PTC conditions, treatment of 1-nitro-4-(4-nitrophenylsulfonyl-methyl)benzene(1) with α,β -unsaturated esters (2a-h) at 35–75°C gave tandem addition-rearrangement products(3a-h). While at higher temperature(75°C), addition-rearrangement-addition products (4a-b) were obtained when acrylates were used. Finally a possible mechanism is proposed.

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