Counterion Effects in a Gold-Catalysed Synthesis of Pyrroles from Alkynyl Aziridines

Paul Davies; N Martin

doi:10.1021/ol900609f

Counterion Effects in a Gold-Catalysed Synthesis of Pyrroles from Alkynyl Aziridines

Paul Davies, N Martin

Chemistry

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148 Citations (Scopus)

Abstract

Aryl-substituted N-tosyl alkynyl aziridines undergo a gold-catalyzed ring expansion to afford 2,5-substituted pyrrole products. Under certain conditions, a ring-expansion and rearrangement leads to 2,4-substituted pyrroles. The reaction pathway is determined by the counterion to the gold catalyst.

Original language	English
Pages (from-to)	2293-2296
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	11
DOIs	https://doi.org/10.1021/ol900609f
Publication status	Published - 1 Jun 2009

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abstract = "Aryl-substituted N-tosyl alkynyl aziridines undergo a gold-catalyzed ring expansion to afford 2,5-substituted pyrrole products. Under certain conditions, a ring-expansion and rearrangement leads to 2,4-substituted pyrroles. The reaction pathway is determined by the counterion to the gold catalyst.",

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N2 - Aryl-substituted N-tosyl alkynyl aziridines undergo a gold-catalyzed ring expansion to afford 2,5-substituted pyrrole products. Under certain conditions, a ring-expansion and rearrangement leads to 2,4-substituted pyrroles. The reaction pathway is determined by the counterion to the gold catalyst.

AB - Aryl-substituted N-tosyl alkynyl aziridines undergo a gold-catalyzed ring expansion to afford 2,5-substituted pyrrole products. Under certain conditions, a ring-expansion and rearrangement leads to 2,4-substituted pyrroles. The reaction pathway is determined by the counterion to the gold catalyst.

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JO - Organic Letters

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ER -

Counterion Effects in a Gold-Catalysed Synthesis of Pyrroles from Alkynyl Aziridines

Abstract

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