Donald N. Mcgregor

Synthesis of isothiazoles : The transformation of isoxazoles into isothiazoles

Abstract A method has been devised whereby a substituted isoxazole (I) can be efficiently converted to an isothiazole (III) with a similar substitution pattern. The isoxazole ring is opened by reduction with Raney nickel, and the resulting enamino ketone (II) is treated with phosphorus pentasulfide and chloranil to give the corresponding isothiazole derivative. Thus, by taking advantage of the relatively numerous and reliable routes available for the preparation of variously substituted isoxazoles, it is now possible to obtain readily many isothiazole derivatives which were previously available only with great difficulty.

Carbon nucleophilic displacements on kamiya's azetidinone disulfide: Synthesis of c-2 modified penicillins

Abstract Novel carbon nucleophilic displacement reactions on Kamiyas azetidinone disulfide 2 and the synthesis of the C-2 modified penams 25 , 26 and 27 from the intermediates 8 , 9 , and 11 are described.