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由β-羟基磺酰胺和胺类实现无金属高效合成芳基磺酰胺。

Metal-free efficient synthesis of aryl sulfonamides from -hydroxy sulfonamide and amines.

作者信息

Venkat Shivaji Ramarao E V, Solanke Jayshree Nandkumar, Chatterjee Rana, Gat Savita, Dhayalan Vasudevan, Dandela Rambabu

机构信息

Dr Reddy's Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad 500 046, India.

Department of Industrial and Engineering Chemistry, Institute of Chemical Technology, Indian Oil Odisha Campus, Samantpuri, Bhubaneswar 751013, India.

出版信息

Org Biomol Chem. 2024 Jul 24;22(29):5918-5923. doi: 10.1039/d4ob00878b.

DOI:10.1039/d4ob00878b
PMID:38994682
Abstract

A simple and novel approach has been developed for the synthesis of sulfonamides from -hydroxy sulfonamide. Notably, the iodine--butyl hydroperoxide (TBHP) system efficiently promoted the sulfonylation reactions of -hydroxy sulfonamides and amines the oxidative cleavage of an S-N bond. A variety of aryl sulfonamides were prepared in moderate to good yields using readily available starting materials and the biomass-derived 2-MeTHF solvent. The present method has the advantages of using metal-free reagents, an eco-friendly medium, cost-effective reagents, wide substrate scope, and mild conditions.

摘要

已经开发出一种从β-羟基磺酰胺合成磺酰胺的简单新颖方法。值得注意的是,碘-叔丁基过氧化氢(TBHP)体系有效地促进了β-羟基磺酰胺与胺的磺酰化反应以及S-N键的氧化裂解。使用容易获得的起始原料和生物质衍生的2-甲基四氢呋喃溶剂,以中等至良好的产率制备了多种芳基磺酰胺。本方法具有使用无金属试剂、环保介质、经济高效的试剂、底物范围广和条件温和等优点。

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