MOLECULAR-STRUCTURE AND REACTIVITY OF THE 1,2-DIHYDROCARBAZOL-4(3H)-ONE - X-RAY CRYSTAL-STRUCTURE OF N-METHYL AND N-(P-METHYLBENZENESULFONYL) DERIVATIVES

Synthesis and reactivity analysis of the 1,2-dihydrocarbazol-4(3H)-one , and the N-methyl, N-tosyl and 2,2-dimethyl derivatives have been car ried out. Molecular structures of the N-methyl and N-tosyl derivatives have been analyzed by X-ray diffraction. Crystals of the N-methyl der ivative are monoclinic, space group P2(1)/c, a = 8.868(1), b = 16.652( 1), c = 7.5440(4) Angstrom, beta = 113.657(3). Crystals of the N-tosyl derivative are monoclinic, P2(1)/c, a = 12.0016(3), b = 8.9178(2), c = 16.0485(4) Angstrom, beta = 104.372(2). An extended conjugation from the carbonyl group to the nitrogen atom and an envelope conformation for the common cyclohexenone fragment are evident in both cases. Oxima tion and Beckmann rearrangement, and etherification of the carbonyl gr oup is reported.