A general synthetic method for the formation of substituted 5-aminotetrazoles from thioureas: A strategy for diversity amplification

被引：125
|
作者：
Batey, RA [1 ]
Powell, DA [1 ]
机构：
[1] Univ Toronto, Lash Miller Chem Labs, Dept Chem, Toronto, ON M5S 3H6, Canada
来源：
ORGANIC LETTERS | 2000年 / 2卷 / 20期
关键词：
D O I：
10.1021/ol006465b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] A general method for the synthesis of 5 aminotetrazoles is outlined using the mercury(ll)-promoted attack of azide anion on a thiourea. The reaction proceeds through a guanyl azide intermediate, which undergoes electrocyclization to the tetrazole. The method is high yielding and provides access to mono-, di-, and trisubstituted 5-aminotetrazoles, targets of potential interest for combinatorial library development.
引用
收藏
页码：3237 / 3240
页数：4
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