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      Synthesis of Dihydropyridinone-Fused Indoles and α-Carbolines via N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Indolin-2-imines and Bromoenals.

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          Abstract

          The N-heterocyclic carbene catalyzed [3 + 3] annulation of indolin-2-imines and bromoenals was developed to give dihydropyridinone-fused indoles in good to high yields, which were transformed to α-carbolines with different 2-subsituents by a process of dehydrogenation, tosylation, and palladium catalyzed C-C or C-N coupling reaction.

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          Author and article information

          Journal
          Org. Lett.
          Organic letters
          American Chemical Society (ACS)
          1523-7052
          1523-7052
          May 05 2017
          : 19
          : 9
          Affiliations
          [1 ] Beijing National Laboratory for Molecular Science, Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
          [2 ] Marine College, Shandong University at Weihai , 180 Wenhua West Road, Weihai 264209, China.
          [3 ] University of Chinese Academy of Science , Beijing 100049, P. R. China.
          Article
          10.1021/acs.orglett.7b00820
          28430455
          40fa1622-67fc-4931-8115-d1e2ffbc4f48
          History

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