4.6 Article

Palladium-catalysed regioselective aroylation and acetoxylation of 3,5-diarylisoxazole via ortho C-H functionalisations

Journal

RSC ADVANCES
Volume 4, Issue 17, Pages 8558-8566

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra45403g

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Funding

  1. Department of Science and Technology (DST), New Delhi [SR/S1/OC-79/2009]
  2. CSIR [02(0096)/12/EMR-II]

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The higher directing ability of N over O in 3,5-diarylisoxazole is demonstrated during the construction of CC and C-O bonds. Out of the four ortho sp(2) C-Hs and one internal sp(2) C-H in 3,5-diarylisoxazoles, regioselective aroylation and acetoxylation take place at one of the ortho-C-Hs proximal to the N atom using Pd(OAc)(2) as the catalyst in the presence of suitable oxidants and solvents.

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