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α-卤代芳基磺酰胺:通往骨架多样的苯并稠合磺内酰胺的多种环化途径。

α-Haloarylsulfonamides: Multiple Cyclization Pathways to Skeletally Diverse Benzofused Sultams.

作者信息

Rayabarapu Dinesh Kumar, Zhou Aihua, Jeon Kyu Ok, Samarakoon Thiwanka, Rolfe Alan, Siddiqui Hina, Hanson Paul R

机构信息

Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582.

出版信息

Tetrahedron. 2009 Apr 18;65(16):3180-3188. doi: 10.1016/j.tet.2008.11.053.

Abstract

The development of new methods to skeletally diverse sultams based on a central α-halo benzene sulfonamide building block is reported. Several salient features of this building block are utilized in multiple reaction pathways, including the Heck reaction, C- and O-arylation, Sonogashira-Pauson-Khand, Sonogashira-intramolecular hydroamination, lithiative cyclization and domino aza-Michael Heck for the generation of 5-, 6- and 7-membered benzofused bicyclic and tricyclic sultams.

摘要

报道了基于中心α-卤代苯磺酰胺结构单元构建多种骨架的新方法。该结构单元的几个显著特征被用于多个反应途径,包括Heck反应、碳-芳基化和氧-芳基化、Sonogashira-Pauson-Khand反应、Sonogashira-分子内氢胺化反应、锂化环化反应以及多米诺氮杂-Michael Heck反应,用于生成5、6和7元苯并稠合双环和三环磺内酰胺。

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