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Nucleophilic Vinylic Substitution (S N V) of Activated Alkoxymethylene Derivatives with 6‐Aminoquinoxaline
Author(s) -
Saloň Jozef,
Milata Viktor,
Gatial Anton,
Prónayová Nadežda,
Leško Ján,
Černuchová Petra,
Rappoport Zvi,
VoThanh Giang,
Loupy André
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500298
Subject(s) - chemistry , nucleophilic substitution , substitution (logic) , ether , enol ether , substitution reaction , enol , medicinal chemistry , stereochemistry , organic chemistry , catalysis , computer science , programming language
Treatment of 6‐aminoquinoxaline with β,β‐diactivated alkoxymethylene derivatives gave the corresponding N ‐(quinoxalin‐6‐yl)enamines. A variant of the S N V reaction mechanism was proposed for substitution of the alkoxymethylene compounds, on the basis of the structures of the precursor enol ether and the vinylic substitution product and on computations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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