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Reactions of Organic Anions, 194. Reactions of Carbanions Generated from 2-(Dialkylamino)-2-phenylacetonitriles with Disubstituted Acetylenes

✍ Scribed by Zdrojewski, Tadeusz ;Jończyk, Andrzej

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
316 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Reactions of aminonitriles 1a–e with disubstituted acetylenes 2, 3, carried out in DMSO in the presence of powdered sodium hydroxide and benzyltriethylammonium chloride (TEBAC) as a catalyst, afford either 4 and 5 or a mixture of 4 and 6; unmasking of the carbonyl group in 5a and 6a gives ketones 7 and 8, respectively.

📜 SIMILAR VOLUMES

Reactions of carbanions from 2-(dialkyla
Reactions of carbanions from 2-(dialkylamino)arylacetonitriles with acetylenes1
✍ Andrzej Jończyk; Dariusz Lipiak; Paweł Stepniewski; Tadeusz Zdrojewski 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 113 KB 👁 2 views

In a search for a method of synthesis of a,/3 -unsaturated carbonyl compounds, we have turned our attention to the reactions of acyl anion equivalent^^-^, namely carbanions of 2-(dia1kylamino)aryla~etonitriles~ with acetylenes. It is well known that organometallic rea-gents5 as well as C-H acids, in