The photomediated reaction of alkynes with cycloalkanes

Roísín A. Doohan; John J. Hannan; Niall W.A. Geraghty

doi:10.1039/b517631j

The photomediated reaction of alkynes with cycloalkanes

Roísín A. Doohan
, John J. Hannan
, Niall W.A. Geraghty

Cellular & Molecular Medicine

University of Galway

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

30 Citations (Scopus)

Abstract

In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used.

Original language	English
Pages (from-to)	942-952
Number of pages	11
Journal	Organic and Biomolecular Chemistry
Volume	4
Issue number	5
DOIs	https://doi.org/10.1039/b517631j
Publication status	Published - 2006

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title = "The photomediated reaction of alkynes with cycloalkanes",

abstract = "In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used.",

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AU - Hannan, John J.

AU - Geraghty, Niall W.A.

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N2 - In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used.

AB - In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used.

UR - https://www.scopus.com/pages/publications/33344463337

U2 - 10.1039/b517631j

DO - 10.1039/b517631j

M3 - Article

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SP - 942

EP - 952

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 5

ER -

The photomediated reaction of alkynes with cycloalkanes

Abstract

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