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Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate

Pravin Kumar and Manmohan Kapur*

*Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal 462066, MP, India, Email: mkiiserb.ac.in

P. Kumar, M. Kapur, Org. Lett., 2020, 22, 5855-5860.

DOI: 10.1021/acs.orglett.0c01935


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Abstract

An efficient copper-mediated cleavage of isoxazoles enables the synthesis of nicotinate derivatives and tetrasubstituted pyridines in DMSO as solvent. DMSO serves as a one-carbon surrogate, that forms two C-C bonds.

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Key Words

pyridines


ID: J54-Y2020