2-Benzyloxymethyl-5-(tributylstannyl)tetrazole.: A reagent for the preparation of 5-aryl- and 5-heteroaryl-1H-tetrazoles via the Stille reaction

被引：30

作者：

Bookser, BC ^{[1
]}

机构：

[1] Metabasis Therapeut Inc, San Diego, CA 92121 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 16期

关键词：

tetrazoles; palladium and compounds; biaryls; coupling reactions;

D O I：

10.1016/S0040-4039(00)00268-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Benzyloxymethyl-5-(tributylstannyl)tetrazole (2) is a useful reagent for the conversion of aryl- and heteroarylhalides (bromides and iodides) to 5-aryl- and 5-heteroaryl-1H-tetrazoles. The conversion entails a copper(I) iodide co-catalyzed Stille palladium-catalyzed cross-coupling reaction and a N-benzyloxymethyl deprotection step. Coupling was possible with electron neutral and electron poor substrates in yields ranging from 35-93%. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2805 / 2809

页数：5