Title

Access to 5-fluoroisoxazoles via the Nitrosation of Geminal Bromo-fluoro Arylcyclopropanes

Document Type

Article

Publication Date

5-2019

Keywords

2-Aryl-1-bromo-1-fluorocyclopropanes, Nitrosonium chlorosulfate, 3-Aryl-5-fluoroisoxazoles, Regioselectivity

Organizational Units

College of Natual Science and Mathematics, Chemistry and Biochemistry

Abstract

A new method for the synthesis of 3-aryl-5-fluoroisoxazoles via the reaction of nitrosonium chlorosulfate with 2-aryl-1-bromo-1-fluorocyclopropanes containing acceptor substituents in the aromatic ring has been developed. The reaction proceeds highly regioselectively thus providing 3-aryl-5-fluoroisoxazoles in good yields. The structure of isoxazoles was corroborated by the DU8+ hybrid DFT/parametric computational approach.

Publication Statement

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