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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 2, 1972 - Issue 2
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Original Articles

Cyclic Conjugated Diacetylenes

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Pages 87-92 | Received 05 Oct 1971, Published online: 26 Jan 2007
 

Abstract

The synthesis of α-bisethynyl compounds, IV and VIII, and cyclic conjugated diacetylenes, V and IX, was performed according to Scheme 1. Bisethynyl compounds, IV and VIII, were prepared in good yields by ethynylation of bromides II, III and VII in N-ethyl-2-pyrrolidone with liquied ammonia solution of sodium acetylide at atmospheric pressure. The intramolecular cyclization of IV was carried out by the Eglinton's oxidative coupling1with high-dilution technique under nitrogen atmosphere.

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