A palladium-catalyzed tandem reaction of 2-alkynylbenzenesulfonamides with 2-(2-bromoarylidene)cyclobutanones. Issue 6 (4th April 2016)

• Record Type: Journal Article
• Authors: Gong, Xinxing; Xia, Hongguang; Wu, Jie
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 6(2016:Jun.)
• Page Start: 697
• Page End: 700
• Publication Date: 2016-04-04
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c6qo00091f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The core of benzo[ f ][1, 2]thiazonin-5(4 H )-one 3, 3-dioxide is efficiently assembled through a palladium-catalyzed tandem reaction of 2-alkynylbenzenesulfonamides with 2-(2-bromobenzylidene)cyclobutanones via double carbometallation. A range of polycycles with a nine-membered sultam ring are generated in moderate to good yields. Abstract : The core of benzo[ f ][1, 2]thiazonin-5(4 H )-one 3, 3-dioxide is efficiently assembled through a palladium-catalyzed tandem reaction of 2-alkynylbenzenesulfonamides with 2-(2-bromobenzylidene)cyclobutanones. A range of polycycles with a nine-membered sultam ring are generated in moderate to good yields. During the transformation, three new bonds are formed via a tandem process with the construction of a nine-membered sultam ring. Double carbometallation is believed to be involved with the ring-opening of cyclobutanone.