Radical cyclisation onto imidazoles and benzimidazoles
Radical cyclisation onto imidazoles and benzimidazoles
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DOI：
10.1016/s0040-4020(99)00104-0
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发表时间：
1999-03-26
期刊：
影响因子：
2.1
通讯作者：
Bowman, WR
中科院分区：
文献类型：
--
作者：
Aldabbagh, F;Bowman, WR
采用分子内均解芳取代法合成了[1,2-a]咪唑和苯并咪唑的新合成方法。在分子内取代中，N-（- omega-苯基selanyl）烷基侧链通过Bu3SnH生成N-（- omega-烷基）自由基。为了避免咪唑和苯并咪唑的n -烷基化过程中出现的问题，苯塞拉基被用作自由基离去基。在均裂取代反应中，芳基砜代替咪唑，苯基硫化物代替苯并咪唑。1999爱思唯尔科学有限公司版权所有。
New synthetic methodology has been developed for the synthesis of [1,2-a]Fused imidazoles and benzimidazoles using intramolecular homolytic aromatic substitution. In the intramolecular substitution, N-(omega-alkyl) radicals are generated using Bu3SnH from N-(omega-phenylselanyl)aIkyl side chains. Phenylselanyl groups are used as radical leaving groups to avoid problems in the N-alkylation of imidazoles and benzimidazoles. Arylsulfones for imidazoles, and phenylsulfides for benzimidazoles, are used as the leaving groups in the homolytic substitutions. (C) 1999 Elsevier Science Ltd. All rights reserved.