通过苯并三唑环的分子内环化裂解合成 2-N/S/C-取代的苯并噻唑。

Synthesis of 2-N/S/C-substituted benzothiazoles via intramolecular cyclative cleavage of benzotriazole ring.

机构信息

Department of Chemistry, Center of Advanced Study, Faculty of Science, Banaras Hindu University , Varanasi-221005, India.

出版信息

J Org Chem. 2014 Jan 3;79(1):251-66. doi: 10.1021/jo4024107. Epub 2013 Dec 17.

DOI:10.1021/jo4024107

PMID:24313219

Abstract

The synthesis of numerous 2-N/S/C-substituted benzothiazoles was achieved from substituted thiocarbonylbenzotriazoles via free-radical intramolecular cyclative cleavage of the benzotriazole ring in the presence of (TMS)3SiH and AIBN under mild conditions. The developed methodology demonstrates significant compatibility under microwave conditions and is important as it avoids the use of toxic metals for radical cyclization.

摘要

众多 2-N/S/C-取代的苯并噻唑可通过取代的硫羰基苯并三唑在（TMS）3SiH 和 AIBN 存在下于温和条件下通过苯并三唑环的自由基分子内环化裂解来合成。所开发的方法在微波条件下具有显著的兼容性，这很重要，因为它避免了使用有毒金属进行自由基环化。