4.8 Article

Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation

Journal

ORGANIC LETTERS
Volume 17, Issue 20, Pages 5032-5035

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02510

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Funding

  1. NSF of China [21172023]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions
  3. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology [BM2012110]

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Polyheteroaromatic compounds are potential optoelectronic conjugated materials due to their electro- and photochemical properties. Transition-metal-catalyzed multiple C-H activation and sequential oxidative annulation allows rapidly assembling of those compounds from readily available starting materials. A rhodium-catalyzed cascade oxidative annulation of beta-enamino esters or 4-aminocoumarins with internal alkynes is described to access those compounds, featuring multiple C-H/N-H bond cleavages and sequential C-C/C-N bond formations in one pot.

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