Molybdenum-Mediated One-Pot Synthesis of 2-Hydroxypyrimidines from Isoxazoles

Abstract

A one-pot procedure towards substituted 2-hydroxypyrimidines from commercially available isoxazoles is reported. The process involves cleavage of the isoxazole N–O bond mediated by Mo₂(OAc)₄, then in situ hydrolysis of the resulting β-amino enone to the reactive 1,3-dicarbonylated intermediate, followed by hydroxypyrimidine formation in the presence of urea. Moderate to excellent yields are obtained, leading to functionalized hydroxypyrimidines. By using readily available isoxazoles, a wide range of new diverse polysubstituted hydroxypyrimidines may be prepared by this method.

Key words

isoxazoles - N–O bond cleavage - hydroxypyrimidines - molybdenum - one-pot - β-amino enones - 1,3-diketones

Publication History

Received: 10 May 2023

Accepted: 07 June 2023

Accepted Manuscript online:
07 June 2023

Article published online:
01 August 2023

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