Selective synthesis of heterocyclic compounds through the intramolecular substitution of phenylselenonyl group by nitrogen or carbonyl oxygen in amides
作者:Akio toshimitsu、Chitaru Hirosawa、Shigeo Tanimoto、Sakae Uemura
DOI:10.1016/0040-4039(92)88089-n
日期:1992.7
Nitrogen heterocycles were produced by the oxidation of N-[ω-(phenylseleno)alkyl]-p-toluenesulfonamides through the intromolecular substitution of the resultant phenylselenonyl group by the nitrogen atom. By the oxidation of the corresponding benzamides, on the other hand, cyclization by nitrogen or carbonyl oxygen proceeded depending on the number of carbon atoms between the nucleophile (amide) and
氮杂环是通过N- [ω-(苯基硒代烷基)烷基]-对甲苯磺酰胺的氧化而产生的,该氮杂环是通过分子内的氮原子取代苯基硒代壬基。另一方面,通过相应的苯甲酰胺的氧化,根据亲核试剂(酰胺)和离去基团(硒代壬基)之间的碳原子数,进行氮或羰基氧的环化反应。