CYCLIZATION OF ELECTROCHEMICALLY GENERATED NITROGEN RADICALS - A NOVEL SYNTHESIS OF 11-SUBSTITUTED DIBENZO[A,D]CYCLOHEPTENIMINE DERIVATIVES
CYCLIZATION OF ELECTROCHEMICALLY GENERATED NITROGEN RADICALS - A NOVEL SYNTHESIS OF 11-SUBSTITUTED DIBENZO[A,D]CYCLOHEPTENIMINE DERIVATIVES
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DOI：
10.1016/s0040-4020(01)87065-4
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发表时间：
1991-01-28
期刊：
影响因子：
2.1
通讯作者：
WEINSTOCK, LM
中科院分区：
文献类型：
--
作者：
KARADY, S;CORLEY, EG;WEINSTOCK, LM
描述了通过电化学产生的源自取代的5-羟氨基-5-甲基-5H-二苯并[a,d]环庚烯14的铵基的稠合来新颖且方便地合成11-取代的二苯并[a,d]环庚亚胺10。 讨论了反应的范围和限制以及反应器设计、电流密度和电极材料对10和碳阳离子重排副产物28产率的影响。
A novel and convenient synthesis of 11-substituted dibenzo[a,d]cycloheptimines 10 via annelation of electrochemically generated aminium radicals derived from substituted 5-hydroxylamino-5-methyl-5H-dibenzo[a,d]cycloheptenes 14 is described. The scope and limitations of the reaction as well as the effects of reactor design, current density and electrode material on the yield of 10 and the carbocation rearrangement by-product 28 are discussed.