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

被引:14
作者
RODRIGUEZ, JG [1 ]
DELVALLE, C [1 ]
ESTEBANCALDERON, C [1 ]
MARTINEZRIPOLL, M [1 ]
机构
[1] CSIC,INST ROCASOLANO,DEPT RAYOS X,E-28006 MADRID,SPAIN
关键词
SYNTHESIS; REACTIVITY; TETRAHYDROCARBAZOL-4-ONE;
D O I
10.1007/BF01665179
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
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 carried out. Molecular structures of the N-methyl and N-tosyl derivatives have been analyzed by X-ray diffraction. Crystals of the N-methyl derivative 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. Oximation and Beckmann rearrangement, and etherification of the carbonyl group is reported.
引用
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页码:249 / 257
页数:9
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