Volume 18, Issue 35
Preparative Organic Chemistry
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ChemInform Abstract: 1,4-Dehydrobromination of 1-Bromo-1,2,3-butatrienes: An Efficient Synthesis of 1,4-Disubstituted 1,3-Diynes.

C. B. JUN. ZIEGLER

C. B. JUN. ZIEGLER

Med. Res. Div., Lederle Lab., Am. Cyanamid Co., Pearl River, NY 10965, USA

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S. M. HARRIS

S. M. HARRIS

Med. Res. Div., Lederle Lab., Am. Cyanamid Co., Pearl River, NY 10965, USA

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J. E. BALDWIN

J. E. BALDWIN

Med. Res. Div., Lederle Lab., Am. Cyanamid Co., Pearl River, NY 10965, USA

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First published: September 1, 1987

Abstract

Phenylpropargylic alcohol (I) is brominated to give the tribromo compound (II) which is converted to the phosphonium salt (III).

ChemInform Abstract

Phenylpropargylic alcohol (I) is brominated to give the tribromo compound (II) which is converted to the phosphonium salt (III). Reaction of (III) with the aldehydes (IV) results in the formation of the diynes (V). The bromobutatrienes (VI) are formed as intermediates and can be isolated.

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