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

• Published in: Dalton transactions : an international journal of inorganic chemistry Vol. 42; no. 13; pp. 4410 - 4415
• Main Authors: Wang, Huanhuan, Luo, Yong, Hou, Xiufeng, Wu, Jie
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 07.04.2013
• Subjects: Alkynes - chemistry; Assembly; Benzenesulfonamides; Bromides; Catalysis; Chemistry; Chemistry, Inorganic & Nuclear; Crystallography, X-Ray; Molecular Conformation; Palladium - chemistry; Physical Sciences; Science & Technology; Sulfonamides - chemistry; Thiazepines - chemical synthesis; Thiazepines - chemistry; Transformations; ORGANIC-SYNTHESIS; DESIGN; SWITCHES; DIVERSITY-ORIENTED SYNTHESIS; CYCLIZATIONS; ACTIVATOR; 3-COMPONENT REACTION; CHEMISTRY; 2-ALKYNYLANILINE; DISCOVERY

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 e...