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One-Pot conversion of 1,1-dibromoalkenes into internal alkynes by sequential Suzuki - Miyaura and dehydrobromination reactions

Chelucci, Giorgio Adolfo and Capitta, Francesca and Baldino, Salvatore and Pinna, Gérard Aimé (2007) One-Pot conversion of 1,1-dibromoalkenes into internal alkynes by sequential Suzuki - Miyaura and dehydrobromination reactions. Tetrahedron Letters, Vol. 48 (37), p. 6514-6517. ISSN 0040-4039. Article.

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DOI: 10.1016/j.tetlet.2007.07.050

Abstract

A protocol for the one-pot synthesis of internal alkynes from 1,1-dibromoalkenes is reported. The method is hinged upon the Suzuki–Miyaura cross-coupling of 2-aryl- or 2-heteroaryl-1,1-dibromoalkenes with aryl or heteroaryl boronic acids or borate esters followed by dehydrobromination of the intermediate coupled products. Yields up to 89% were obtained.

Item Type:Article
ID Code:2460
Status:Published
Refereed:Yes
Uncontrolled Keywords:Alkynes, alkenes, 1,1-Dibromoalkenes, Suzuki–Miyaura reaction, palladium catalysts
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Area 03 - Scienze chimiche > CHIM/08 Chimica farmaceutica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
001 Università di Sassari > 01 Dipartimenti > Farmaco, chimico, tossicologico
Publisher:Elsevier
ISSN:0040-4039
Deposited On:18 Aug 2009 10:07

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