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Photochemische Cycloadditionen von 3-Phenyl-2H-azirinen mit Triphenyl-vinylphosphoniumbromid


Gakis, Nikolas; Heimgartner, Heinz; Schmid, Hans (1974). Photochemische Cycloadditionen von 3-Phenyl-2H-azirinen mit Triphenyl-vinylphosphoniumbromid. Helvetica Chimica Acta, 57(5):1403-1407.

Abstract

On irradiation in acetonitrile 3-phenyl-2H-azirines of type 1 react with triphenyl vinyl phosphonium bromide to form in approximative 50% yield 2H-indoles of type 4 (Scheme 7). In analogy to other photochemical reactions with 2H-azirines [2] [3] it is assumed that the photochemically generated dipoles 2 react with the triphenyl vinyl phosphonium salt (Scheme 1). The conversion of 1 to 4 represents a new synthesis for 2H-pyrroles.

Abstract

On irradiation in acetonitrile 3-phenyl-2H-azirines of type 1 react with triphenyl vinyl phosphonium bromide to form in approximative 50% yield 2H-indoles of type 4 (Scheme 7). In analogy to other photochemical reactions with 2H-azirines [2] [3] it is assumed that the photochemically generated dipoles 2 react with the triphenyl vinyl phosphonium salt (Scheme 1). The conversion of 1 to 4 represents a new synthesis for 2H-pyrroles.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:German
Date:1974
Deposited On:01 Dec 2014 16:15
Last Modified:08 Dec 2017 08:29
Publisher:Wiley-Blackwell Publishing, Inc.
ISSN:0018-019X
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung

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