Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/58935
Type: Artigo de periódico
Title: REACTIONS OF CARBETHOXYCARBENE WITH ENAMINONES, FORMATION OF UNEXPECTED PYRROLES
Author: AUGUSTI, R
EBERLIN, MN
KASCHERES, C
Abstract: The reactions of carbethoxycarbene (:CH2-CO(2)Et, 2) with several acyclic enaminones (RCOCH=CR(1)NHR(2),3) lead to the unexpected formation of 2-Me, 3-CO(2)Et, 4-H, 5-R(1)-pyrroles 4. Structural variations of the enaminones show that the structural fragments C(3)-CO(2)Et and C(2)-Me are provided by 2 and that the fragment C(5)-R(1)NHR(2) originates from the enaminones 3, while the RCO group from 3 is eliminated during the course of reaction. Reactions with cyclic and nitrogen-hindered enaminones do not lead to pyrrole formation but occur by simple insertion of 2 to the C alpha-H bond.
Editor: Hetero Corporation
Rights: fechado
Date Issue: 1995
Appears in Collections:Unicamp - Artigos e Outros Documentos

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