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DBU-Mediated [3+3] Annulation of Indolin-3/2-ones and Ethenesulfonyl Fluorides: An Approach to Indole-Fused
Lin Chen1, Mei-Ling Tang1, Yu-Jiao He1
1Anti-infective Agent Creation Engineering Research Centre of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of pharmacy, Chengdu University, Chengdu, Sichuan 610106, P. R. China.
Abstract:
A general and efficient approach to the synthesis of various indole-fused δ-sultones has been developed via DBU-mediated [3+3] cyclizations of indolin-3/2-ones and β-(hetero)arylethenesulfonyl fluorides. Notably, the reaction shows a broad substrate scope, and over 70 examples were exhibited in up to 99% isolated yield. In addition, some of the synthesized compounds showed significant antitumor activity against HepG2 and Caco-2 cells in vitro, which might provide promising insights for the future discovery and rational design of novel antitumor agents.
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