4.5 Article

Concise Synthesis of Polycyclic Indoline Scaffolds through an InIII-Catalyzed Formal [4+2] Annulation of 2,3-Disubstituted Indoles with o-Aminobenzyl Alcohols

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2017, 期 18, 页码 2652-2660

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700432

关键词

Nitrogen heterocycles; Fused-ring systems; Cycloaddition; Diastereoselectivity; Indium

资金

  1. National Natural Science Foundation of China [21202100, 81502985]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDA01040302]

向作者/读者索取更多资源

A concise indium(III)-catalyzed annulation of 2,3-disubstituted indoles with o-aminobenzyl alcohols is reported. The in situ generated aza-ortho-quinone methides (aza-oQMs) were efficiently trapped by diverse carbazoles in a formal [4+2] cycloaddition reaction catalyzed by indium(III) triflate, which provided rapid access to bridged polycyclic indoline alkaloid skeletons.

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