4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction

TETRAHEDRON LETTERS

卷:53

Article

Stefani, Helio A.¹  Leal, Daiana M.¹  Manarin, Flavia¹ 

[1] Univ Sao Paulo, Fac Farm, Fac Ciencias Farmaceut, BR-05508 Sao Paulo, Brazil

关键词: Selenium;    Tellurium;    Triazoles;    Nickel;    Negishi;   

DOI  :  10.1016/j.tetlet.2012.09.062

来源: Elsevier

【 摘 要 】

A general method for the synthesis of triazoles containing selenium and tellurium was accomplished via a CuCAAC reaction between organic azides and a terminal triple bond, generated by in situ deprotection of the silyl group. The reaction tolerates alkyl and arylazides, with alkyl and aryl substituents directly bonded to the chalcogen atom. The products were readily functionalized by a nickel-catalyzed Negishi cross-coupling reaction, furnishing the aryl-heteroaryl products at the 4-position in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

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