4.8 Article

Silver-Catalyzed Radical-Involved Cascade Cyclization of Diphenylphosphine with Cinnamamides: Access to 2-Phosphinoyl-3H-pyrrolo[1,2-a]indoles

Journal

ORGANIC LETTERS
Volume 19, Issue 5, Pages 980-983

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03713

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Funding

  1. Fujian Hundred Talents Plan and Program of Innovative Research Team of Huaqiao University [Z14X0047]

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A Ag-catalyzed phosphorus radical promoted cyclization of cinnamamides to give exclusively 2-phosphinoyl-3H-pyrrolo[1,2-a]indoles derivatives via a 5-endo-trig manner is described. This novel reaction leads to the simultaneous formation of C-C and C-P bonds in one step with excellent chemo-(only 5-endo) and diastereoselectivity (dr >20:1) under mild conditions in moderate to good yields.

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