Intramolecular transannulation of alkynyl triazoles via alkyne-carbene metathesis step: Access to fused pyrroles

Yi Shi; Vladimir Gevorgyan

doi:10.1021/ol4027655

Intramolecular transannulation of alkynyl triazoles via alkyne-carbene metathesis step: Access to fused pyrroles

Yi Shi, Vladimir Gevorgyan

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

134 Scopus citations

Abstract

An intramolecular Rh-catalyzed transannulation reaction of alkynyl triazoles has been developed. This method allows efficient construction of various 5,5-fused pyrroles, including tetrahydropyrrolo and spiro systems. The method demonstrates excellent functional group compatibility. A rhodium carbene-alkyne metathesis mechanism is proposed for this transformation.

Original language	English (US)
Pages (from-to)	5394-5396
Number of pages	3
Journal	Organic Letters
Volume	15
Issue number	20
DOIs	https://doi.org/10.1021/ol4027655
State	Published - Oct 18 2013
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol4027655

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title = "Intramolecular transannulation of alkynyl triazoles via alkyne-carbene metathesis step: Access to fused pyrroles",

abstract = "An intramolecular Rh-catalyzed transannulation reaction of alkynyl triazoles has been developed. This method allows efficient construction of various 5,5-fused pyrroles, including tetrahydropyrrolo and spiro systems. The method demonstrates excellent functional group compatibility. A rhodium carbene-alkyne metathesis mechanism is proposed for this transformation.",

author = "Yi Shi and Vladimir Gevorgyan",

year = "2013",

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AU - Gevorgyan, Vladimir

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Y1 - 2013/10/18

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AB - An intramolecular Rh-catalyzed transannulation reaction of alkynyl triazoles has been developed. This method allows efficient construction of various 5,5-fused pyrroles, including tetrahydropyrrolo and spiro systems. The method demonstrates excellent functional group compatibility. A rhodium carbene-alkyne metathesis mechanism is proposed for this transformation.

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Intramolecular transannulation of alkynyl triazoles via alkyne-carbene metathesis step: Access to fused pyrroles

Abstract

ASJC Scopus subject areas

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