Generation of 6H-benzo[f]cyclopenta[d][1,2]thiazepine 5,5-dioxides via a palladium-catalyzed reaction of 2-(2-alkynyl)benzenesulfonamide

Huanhuan Wang; Yong Luo; Xiufeng Hou; Jie Wu

doi:10.1039/C2DT32452K

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Dalton Transactions

Issue 13, 2013

The international journal for inorganic, organometallic and bioinorganic chemistry

Impact Factor 3.806 48 Issues per Year Indexed in MEDLINE

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Generation of 6H-benzo[f]cyclopenta[d][1,2]thiazepine 5,5-dioxides via a palladium-catalyzed reaction of 2-(2-alkynyl)benzenesulfonamide

Huanhuan Wang,^a Yong Luo,^a Xiufeng Hou*^a and Jie Wu*^a^b

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Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: jie_wu@fudan.edu.cn;
Fax: +86 21 6564 1740 ;
Tel: +86 21 6510 2412

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China

Dalton Trans., 2013,42, 4410-4415

DOI: 10.1039/C2DT32452K
Received 15 Oct 2012, Accepted 30 Nov 2012
First published online 30 Nov 2012

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Abstract
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An efficient approach for the assembly of 6H-benzo[f]cyclopenta[d][1,2]thiazepine 5,5-dioxides via a palladium-catalyzed tandem reaction of 2-(2-alkynyl)benzenesulfonamide with 2-alkynylvinyl bromide is reported. This transformation proceeds smoothly through a double carbopalladation with high efficiency.