Abstract When N, α-dimethyl-α-(4-[2.2] paracyclophanyl) nitrone (1) is treated with dimethyl acetylenedicarboxylate (5), phenyl isocyanate (9), benzyne (13), or ethyl propiolate (16), the [2.2] paracyclophane-based pyrrole 6, imidazole 10, and isoxazole derivatives 14, 15, and 17 are formed in good yields. The stereoisomeric benzisoxazoles 14 and 15 obtained from the reaction between 1 and benzyne (13) could be separated and the structure of one of ...