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
收藏
页码：2805 / 2809
页数：5
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