4.8 Article

Direct Allylic C-H Bond Activation To Synthesize [Pd(η3-cin)(IPr)CI] Complex: Application in the Allylation of Oxindoles

Journal

ACS CATALYSIS
Volume 7, Issue 11, Pages 7400-7404

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b02965

Keywords

[Pd(eta(3)-cin)(IPr)Cl]; Allylic C-H activation; Alkylation; Oxindoles; Selectivity-Control

Funding

  1. NSFC [21472076, 21532001]
  2. Program for Changjiang Scholars and Innovative Research Team in University [IRT_15R28]

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N-heterocyclic carbenes (NHCs) was uncovered as an efficient ligand in promoting allylic C-H bond functionlizations. Notably, the catalytic [Pd(eta(3)-cin)(IPr)Cl] complex (where cin = cinnamyl) was formed in situ from direct CH activation of allylic precursors, and was obtained by way of one-pot strategy with available IPr.HCl and allylbenzene. The catalyst exhibits high regioselectivity and stereoselectivity of the allylic C-H alkylation with oxindoles with a broad scope.

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