First synthesis of nitro-substituted bicyclo[1.1.0]butane derivatives and new method for generation of tricyclo[4.1.0.02,7]hept-1(7)-ene
摘要:
Successive treatment of 1-phenylsulfonyltricyclo[4.1.0.0(2,7)] heptane with butyllithium and ethyl nitrate leads to the formation of 7-nitro-7'-phenylsulfonyl-1, 1'-bi(tricyclo[4.1.0.0(2,7)] heptane) through intermediate tricyclo[4.1.0.0(2,7)]hept-1 (7)-ene which is generated by 1,2-elimination of benzenesulfinic acid from the initial compound. Analogous treatment of 1-phenyltricyclo[4.1.0.0(2,7)]heptane gives 1-nitro-7-phenyltricyclo-[4.1.0.0(2,7)]heptane.