Pati Soumyaranjan, Almeida Renata G, da Silva Júnior Eufrânio N, Namboothiri Irishi N N
Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, 400 076, India.
Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, CEP 31270-901, Belo Horizonte, MG, Brazil.
Beilstein J Org Chem. 2021 Mar 31;17:762-770. doi: 10.3762/bjoc.17.66. eCollection 2021.
Desulfonylative alkylation of -tosyl-1,2,3-triazoles under metal-free conditions leading to β-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 -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.
本文报道了在无金属条件下，-对甲苯磺酰基-1,2,3-三唑的脱磺酰基烷基化反应，生成β-三唑基烯酮。本研究涵盖了从环状1,3-二羰基化合物和-对甲苯磺酰基三唑一步合成具有新取代模式的三唑，产率适中至高。我们的合成具有完全的区域选择性，经晶体学分析证实，并通过合适的机理推测进行了合理化解释。该方法为合成新型官能化1,2,3-三唑提供了一种高效、通用且直接的策略。
