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Hexa-Aryl/Alkylsubstituted Cyclopropanes, Phong Minh Truong

Chemistry Theses

A series of penta-aryl/alkyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrazole 5a-c was synthesized by addition of methyllithium or phenylllithium followed by trapping the nitrogen anion intermediate with tosyl-fluoride to cyclic azines 2a,b. Addition of methyllithium or phenyllithium to 5a-c generated a series of hexa-aryl/alkylsubstituted-4,5-dihydro-3H-pyrazoles 6a-c. Neat thermolysis of hexa-aryl/alkylsubstituted-4,5-dihydro-3H-pyrazoles 6a-c at 200◦C produced hexa-aryl/alkylsubstituted cyclopropanes 7a-c in high yield.