4.4 Article

Phosphine-Catalyzed Substitution of Allenoates with Oxindoles: An Approach to 3-Allenic or 3-Dienoic Oxindoles

Journal

CHEMISTRYSELECT
Volume 6, Issue 36, Pages 9709-9713

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202102930

Keywords

Organocatalysis; nucleophilic substitution; allenes

Funding

  1. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  2. National Natural Science Foundation of China [21372250, 21121062, 21302203, 20732008, 21772037, 21772226, 21861132014, 91956115, 22171078]

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A new method for substitution of allenoate using oxindoles as nucleophilic reagents has been developed in this study under phosphine catalysis, leading to 3-allenic or 3-dienoic oxindoles. Plausible reaction mechanisms have been proposed based on previous works.
A new method for substitution of allenoate using oxindoles as nucleophilic reagents has been disclosed in this paper upon phosphine catalysis under mild conditions to afford 3-allenic or 3-dienoic oxindoles in moderate to good yields depending on the substituent at the aromatic ring of oxindole. According to the previous works, the plausible reaction mechanisms have been proposed.

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