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

Banerjee, Arghya ; Bera, Anupam ; Santra, Sourav Kumar ; Guin, Srimanta ; Patel, Bhisma K. (2014) Palladium-catalysed regioselective aroylation and acetoxylation of 3,5-diarylisoxazole via ortho C–H functionalisations RSC Advances, 4 (17). pp. 8558-8566. ISSN 2046-2069

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Official URL: http://pubs.rsc.org/en/content/articlelanding/2014...

Related URL: http://dx.doi.org/10.1039/C3RA45403G

Abstract

The higher directing ability of N over O in 3,5-diarylisoxazole is demonstrated during the construction of C–C and C–O bonds. Out of the four ortho sp2 C–Hs and one internal sp2 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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