4.6 Article

Rh(III)-Catalyzed dual C-H functionalization of 3-(1H-indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds toward polysubstituted carbazoles

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 16, 期 45, 页码 8715-8718

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02145g

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资金

  1. National Natural Science Foundation of China [21602019, 21572025]
  2. Innovation & Entrepreneurship Talents Introduction Plan of Jiangsu Province
  3. Key University Science Research Project of Jiangsu Province [15KJA150001]
  4. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
  5. Advanced Catalysis and Green Manufacturing Collaborative Innovation Center
  6. Young Natural Science Foundation of Jiangsu Province [BK20150263]

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A rhodium-catalyzed annulation of 3-(1H-indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds has been developed, leading to a series of polysubstituted carbazoles in moderate to good yields. This procedure proceeded with formal Rh(iii)-catalyzed (4 + 2) cycloaddition, with the functionalization of 2-C-H bonds of indole in a step-economical procedure. Additionally, this reaction could also be conducted under acidic conditions when diazo compounds were employed as the reaction partners, which was a complement to the annulation of sulfoxonium ylides under weak basic conditions.

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