Synthesis of 1-iodo-1,2,3,4,4a,9a-hexahydrocarbazole, 2a,3,4,5,5a,10a-hexahydrooxazolocarbazolium iodide and 4-bromo-1,2,3,4,4a,11b-hexahydrodibenzoxazepine from N-benzoyl-2-(cyclohex-2-en-1-yl)aniline

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• 作者：Rail R. Gataullin ; Razida R. Ishberdina ; Olga V. Shitikova ; Leonid V. Spirikhin ; Tat’ ; jana V. Kazhanova ; Ildus B. Abdrakhmanov
• 刊名：Mendeleev Communications
• 出版年：2004
• 出版时间：2004
• 年：2004
• 卷：14
• 期：5
• 页码：219-221
• 全文大小：216 K

文摘

The reaction of N-benzoyl-2-(cyclohex-2-en-1-yl)aniline 1 with molecular oxygen in the presence of NaHCO₃ results in N-benzoyl-1-iodo-1,2,3,4,4a,9a-hexahydrocarbazole, which was isomerised to 1-phenyl-2a,3,4,5,5a,10a-hexahydro[1,3]oxazolo-[5,4,3-j,k]carbazol-10-ium iodide, whereas the reaction of amide 1 with molecular bromine results in dibromide, but the interaction with NBS leads to 4-bromo-6-phenyl-1,2,3,4,4a,11b-hexahydrodibenzo[d,f][1,3] oxazepine.