4.7 Article

Radical Arylalkoxycarbonylation of 2-Isocyanobiphenyl with Carbazates: Dual C-C Bond Formation toward Phenanthridine-6-carboxylates

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 11, Pages 5374-5378

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo500842e

Keywords

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Funding

  1. National Natural Science Foundation of China [21172106, 21372114, 21272178]
  2. National Basic Research Program of China [2010CB923303]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120091110010]

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A sequential oxidative radical alkoxycarbonylation and aromatization of 2-isocyanobiphenyl with carbazates was developed to furnish phenanthridine-6-carboxylates. Various functional groups such as methoxy, chloro, fluoro, trifluoromethoxy, and trifluoromethyl groups were tolerated well under the reaction conditions. The sequential radical addition-cyclization strategy represents a practical route to access phenanthridine-6-carboxylates.

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