Synthesis of β-triazolylenones via metal-free desulfonylative alkylation of N-tosyl-1,2,3-triazoles

被引:1
|
作者
Pati, Soumyaranjan [1 ]
Almeida, Renata G. [2 ]
da Silva Junior, Eufranio N. [2 ]
Namboothiri, Irishi N. N. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India
[2] Univ Fed Minas Gerais, Inst Exact Sci, Dept Chem, BR-31270901 Belo Horizonte, MG, Brazil
来源
关键词
azoles; cycloaddition; enones; heterocycles; 1,2,3-triazoles;
D O I
10.3762/bjoc.17.66
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Desulfonylative alkylation of N-tosyl-1,2,3-triazoles under metal-free conditions leading to beta-triazolylenones is reported here. The present study encompasses the synthesis of triazoles with a new substitution pattern in a single step from cyclic 1,3-dicarbonyl compounds and N-tosyl triazole in moderate to high yields. Our synthesis takes place with complete regioselectivity as confirmed by crystallographic analysis which is rationalized by a suitable mechanistic proposal. This method provides an efficient, versatile and straightforward strategy towards the synthesis of new functionalized 1,2,3-triazoles.
引用
收藏
页码:762 / 770
页数:9
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