Volume 24, Issue 14
Organoelement Compounds
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ChemInform Abstract: Reactions of Ethyl Phosphites with β-Nitrostyrenes. The Role of Nitrosoalkenes as Intermediates.

G. A. RUSSELL

G. A. RUSSELL

Dep. Chem., Iowa State Univ., Ames, IA 50011, USA

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C.-F. YAO

C.-F. YAO

Dep. Chem., Iowa State Univ., Ames, IA 50011, USA

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First published: April 6, 1993

Abstract

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ChemInform Abstract

The 1-nitro-2,3-diphenylethenes (I) react with a mixture of the diethyl phosphite and the corresponding anion (II) to form the aziridinylphosphonates (III) which are thermolyzed, producing the imines (IV). In contrast, reaction of (I) with triethyl phosphite gives the indoles (VI). Furthermore, nitrostyrene derivatives such as ( VII), react with (EtO)2PO- (II)/(EtO)2P(O)H to produce the Michael type adduct (VIII). With triethyl phosphite (X), a complex reaction mixture is obtained. Some further examples are given in the original paper.

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