Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 18, Pages 2652-2660Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700432
Keywords
Nitrogen heterocycles; Fused-ring systems; Cycloaddition; Diastereoselectivity; Indium
Categories
Funding
- National Natural Science Foundation of China [21202100, 81502985]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDA01040302]
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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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