Tetrahedron

Syntheses of five-and seven-membered ring sultam derivatives by Michael addition and Baylis–Hillman reactions

K Tong, J Tu, X Qi, M Wang, Y Wang, H Fu, CU Pittman…

Index: Tong, Kun; Tu, Jinchang; Qi, Xueyong; Wang, Min; Wang, Yanjie; Fu, Haizhen; Pittman Jr., Charles U.; Zhou, Aihua Tetrahedron, 2013 , vol. 69, # 10 p. 2369 - 2375

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Citation Number: 15

Abstract

Five-and seven-membered sultam derivatives were conveniently synthesized via intra-or intermolecular Michael additions and an improved vinyl sulfonamide Baylis–Hillman reaction. Two different cyclization pathways were explored for the oxa-Michael reaction. A good solvent was discovered for an otherwise sluggish ketone-type Baylis–Hillman reaction in which vinyl sulfonamide ketones were used as the precursors. Furthermore, a strong ...