Iodine-Triphenylphosphine Mediated Regioselective Sulfenylation of Imidazoheterocycles with Sodium Sulfinates
作者单位:State Key Laboratory of Natural and Biomimetic DrugsSchool of Pharmaceutical SciencesPeking University
会议名称:《中国化学会全国第十一届有机合成化学学术研讨会》
会议日期:2014年
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金:Project supported by the National Natural Science Foundation of China(No.20672009)
关 键 词:imidazoheterocycles sodium sulfinates regioselective sulfenylation
摘 要:Imidazoheterocyclic derivatives have been found to be key structural units in many natural products and drugs which exhibited a wide range of biological ***,the biological profile is mainly dependent on the nature of the substitutional groups and introduction of sulfenyl groups on the aza-aromatic rings that could impart marked biological ***,the synthesis of sulfenated imidazoheterocyclic molecules has gained much *** report herein an efficient iodine-triphenylphosphine mediated synthesis of sulfenated imidazoheterocycles using sodium sulfinates as sulfenylation reagents under transition-metal-free conditions.A wide range of imidazo[1,2-a]pyridine derivatives with both electron-donating and electron-with-drawing groups were tested and the corresponding sulfenyl imidazoheterocycles were obtained in good to excellent *** scope of the methodology has been extended to other imidazoheterocycles including imidazo[2,1-b]thiazoles,imidazo[1,2-a]pyrimidines and 2-phenylbenzo[d]imidazo[2,1-b]thiazole derivatives.