Copper(i)-catalyzed sulfonylation of (2-alkynylaryl)boronic acids with DABSO. Issue 6 (1st April 2016)

• Record Type: Journal Article
• Authors: Mao, Runyu; Zheng, Danqing; Xia, Hongguang; Wu, Jie
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 6(2016:Jun.)
• Page Start: 693
• Page End: 696
• Publication Date: 2016-04-01
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c6qo00070c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The scaffold of benzo[ b ]thiophene 1, 1-dioxides can be easily constructed through a copper(i )-catalyzed insertion of sulfur dioxide into (2-alkynylaryl)boronic acids. The reaction proceeds via insertion of sulfur dioxide and subsequent intramolecular 5- endo cyclization. Abstract : The scaffold of benzo[ b ]thiophene 1, 1-dioxides can be easily constructed through a copper(i )-catalyzed insertion of sulfur dioxide into (2-alkynylaryl)boronic acids. The reaction proceeds in the presence of 10 mol% copper(i ) acetate in DMF at 100 °C with high efficiency, leading to benzo[ b ]thiophene 1, 1-dioxides in good to excellent yields. The sulfonyl group can be easily introduced via insertion of sulfur dioxide and the subsequent intramolecular 5- endo cyclization affords the core of benzo[ b ]thiophene 1, 1-dioxide.