4.7 Article

Enantioselective Bromocyclization of Tryptamines Induced by Chiral Co(III)-Complex-Templated Bronsted Acids under an Air Atmosphere

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JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 12, 页码 6815-6823

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01196

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资金

  1. NSFC [21672002]
  2. Young Talent Program in Anhui Provincal University [gxyqZD2017017]
  3. Key Project of Anhui Tabaco Company [20160551015]

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The chiral Co(III)-complex-templated Bronsted acids were found to be efficient bifunctional phase-transfer catalysts for the highly enantioselective bromocyclization of protected tryptamines with readily available N-bromosuccinimide (NBS) under an air atmosphere. The 3-bromohexahydropyrrolo[2,3-b]indoles, which are key building blocks of cyclotryptamine alkaloids, were thus obtained in up to 95% yield and 93.5:6.5 er.

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