4.7 Article

[Cp*RhCl2]2-catalyzed ortho-C-H bond amination of acetophenone o-methyloximes with primary N-chloroalkylamines: convenient synthesis of N-alkyl-2-acylanilines

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 63, Pages 7031-7033

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc42937g

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Funding

  1. Hong Kong Research Grants Council [PolyU5017-07P, SEG_PolyU01]

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Rh(III)-catalyzed aromatic C-H amination of acetophenone o-methyloximes with primary N-chloroalkylamines was developed, and the arylamine products were obtained in up to 92% yield. The reaction probably involves rate-limiting electrophilic C-H bond cleavage (k(H)/k(D) = 2).

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