4.7 Article

The carbomethylation of arylacrylamides leading to 3-ethyl-3-substituted indolin-2-one by cascade radical addition/cyclization

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 29, Pages 3865-3867

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc01053a

Keywords

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Funding

  1. National Natural Science Foundation of China [21272028, 21202013]
  2. Innovation & Entrepreneurship Talents'' Introduction Plan of Jiangsu Province
  3. Natural Science Foundation of Zhejiang Province [R4110294]
  4. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology
  5. State Key Laboratory of Coordination Chemistry at Nanjing University

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An FeCl2-promoted carbomethylation of arylacrylamides by di-tert-butyl peroxide (DTBP) is achieved, leading to 3-ethyl-3-substituted indolin-2-one in high yield. The reaction tolerates a series of functional groups, such as cyano, nitro, ethyloxy carbonyl, bromo, chloro, and trifluoromethyl groups. The radical methylation and arylation of the alkenyl group are involved in this reaction.

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