Reaction of Δ3-pyrrolines with dimethyl acetylenedicarboxylate. A novel pyrrole forming rearrangement

Ronald Grigg; H. Q.Nimal Gunaratne; James Kemp

doi:10.1016/S0040-4039(01)91159-1

Reaction of Δ³-pyrrolines with dimethyl acetylenedicarboxylate. A novel pyrrole forming rearrangement

Ronald Grigg^*, H. Q.Nimal Gunaratne, James Kemp

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Reaction of arylidene imines of methyl phenylglycinate with 2 moles of dimethyl acetylenedicarboxylate (ADE) leads, via an intermediate Δ³-pyrroline, to loss of the original methyl phenylglycinate moiety and formation of 2-aryl-3,4,5-tricarbo methoxypyrroles.

Original language	English
Pages (from-to)	99-102
Number of pages	4
Journal	Tetrahedron Letters
Volume	25
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4039(01)91159-1
Publication status	Published - 1984

Bibliographical note

Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(01)91159-1

Cite this

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title = "Reaction of Δ3-pyrrolines with dimethyl acetylenedicarboxylate. A novel pyrrole forming rearrangement",

abstract = "Reaction of arylidene imines of methyl phenylglycinate with 2 moles of dimethyl acetylenedicarboxylate (ADE) leads, via an intermediate Δ3-pyrroline, to loss of the original methyl phenylglycinate moiety and formation of 2-aryl-3,4,5-tricarbo methoxypyrroles.",

author = "Ronald Grigg and Gunaratne, {H. Q.Nimal} and James Kemp",

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AU - Gunaratne, H. Q.Nimal

AU - Kemp, James

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AB - Reaction of arylidene imines of methyl phenylglycinate with 2 moles of dimethyl acetylenedicarboxylate (ADE) leads, via an intermediate Δ3-pyrroline, to loss of the original methyl phenylglycinate moiety and formation of 2-aryl-3,4,5-tricarbo methoxypyrroles.

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