Insertion of Nitrogen Oxide and Nitrosonium Ion into the Cyclopropane Ring: A New Route to 2-Isoxazolines and its Mechanistic Studies

Article abstract of DOI:10.1021/jo00043a026

The 9,10-dicyanoanthracene (DCA)-sensitized photoreaction of 1,2-diarylcyclopropanes 1a-d in nitrogen oxide (NO)-saturated CH3CN afforded 3,5-diaryl-2-isoxazolines 2a-d in excellent yields.The reaction of 1a-d with NOBF4 or with a mixture of NO and O2 in