REGIOSELECTIVE SULFENYLATION OF OXIME DIANIONS. A NOVEL AND USEFUL METHOD FOR THE REGIOSELECTIVE RING CLEAVAGE
作者:Kunio Hiroi、Masahiko Otsuka、Shuko Sato
DOI:10.1246/cl.1985.1907
日期:1985.12.5
Treatment of the dianions of cyclic ketoximes with diphenyl disulfide underwent a regioselective sulfenylation at the syn α-carbons. Regioselective alkylation of cyclic ketoxime dianions, followed by sulfenylation with diphenyl disulfide, produced α-alkyl-α′-phenylsulfenyl ketoximes. A Beckmann fragmentation of these sulfenylated ketoximes gave ring cleaved products. This procedure provides a synthetically
用二苯基二硫化物处理环状酮肟的二价阴离子在顺α-碳上发生区域选择性亚磺酰化。环状酮肟双阴离子的区域选择性烷基化,然后用二苯基二硫化物进行亚磺酰化,产生 α-烷基-α'-苯基亚磺酰基酮肟。这些磺基化酮肟的贝克曼断裂得到环裂解产物。该过程为区域选择性环裂解提供了一种综合有用的方法,保留了有价值的功能。