Thirupataiah, B and Reddy, Sujeevan Gangireddy and Jetta, Sandeep Kumar and Mudgal, Jayesh and Mathew, Jessy Elizabeth and Shenoy, Gautham G (2021) Pd-catalysed general access to 7-membered N/O-heterocyclic compounds as potential agents against inflammation. Chemical Communications, 57. pp. 10091-10094. ISSN 1359-7345

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Abstract

A Pd-catalysed regioselective synthesis of 4,5-disubstituted 7-membered N/O-heterocycles was achieved via the 7-endo-dig cyclization followed by C–C bond formation of 2-(1-alkynyl)phenylacetamide. The ligand/additive free cascade reaction proceeded in the presence of PdCl2 in aqueous MeCN when the separate and individual use of methyl vinyl ketone and allyl bromide generally afforded an O- and N-heterocycle, respectively. The pharmacological assay was performed to identify the first example of a 1H-benzo[d]azepin-2(3H)-one based novel inhibitor of PDE4B

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