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Construction of polycyclic spirooxindoles through[3+2]annulations of Morita–Baylis–Hillman carbonates and 3-nitro-7-azaindoles 被引量:1

Construction of polycyclic spirooxindoles through [3+2] annulations of Morita–Baylis–Hillman carbonates and 3-nitro-7-azaindoles
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摘要 A mild and efficient dearomatic [3+2] annulation reaction of 3-nitro-7-azaindoles and Morita Baylis Hillman carbonates from isatins was developed catalyzed by DMAP, affording the corresponding polycyclic spirooxindoles containing fused azaindoline architectures and vicinal quaternary centers in excellent yields(up to 96%) with high regio- and diastereoselectivity(dr 〉 19:1). Moderate enantioselectivity(79% ee) was obtained by employing a chiral DMAP-type Lewis base catalyst. A mild and efficient dearomatic [3+2] annulation reaction of 3-nitro-7-azaindoles and Morita Baylis Hillman carbonates from isatins was developed catalyzed by DMAP, affording the corresponding polycyclic spirooxindoles containing fused azaindoline architectures and vicinal quaternary centers in excellent yields(up to 96%) with high regio- and diastereoselectivity(dr 〉 19:1). Moderate enantioselectivity(79% ee) was obtained by employing a chiral DMAP-type Lewis base catalyst.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第3期512-516,共5页 中国化学快报(英文版)
基金 financial support from the NSFC(21572135 and 21321061)
关键词 Morita–Baylis–Hillman carbonates [3+2] annulation Spirooxindoles Regioselectivity Dearomatization Morita–Baylis–Hillman carbonates [3+2] annulation Spirooxindoles Regioselectivity Dearomatization
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