Synthesis of 2-azaindolizines by using an iodine-mediated oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides and an investigation of their photophysical properties
Synthesis of 2-azaindolizines by using an iodine-mediated oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides and an investigation of their photophysical properties
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DOI：
10.1021/ol0623623
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发表时间：
2006-11-23
期刊：
影响因子：
5.2
通讯作者：
Murai, Toshiaki
中科院分区：
文献类型：
--
作者：
Shibahara, Fumitoshi;Kitagawa, Asumi;Murai, Toshiaki
碘介导的氧化脱硫促进的N-2-吡啶基甲基硫代酰胺的环化反应是制备2-氮杂中氮茚（咪唑并[1，5-a]吡啶）和罕见的2-氮杂中氮茚硫桥二聚体的有效和通用的方法。通过使用过渡金属催化的交叉偶联反应，以这种方式制备的2-氮杂中氮茚容易地转化为各种荧光化合物。
Iodine-mediated, oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides serves as an efficient and versatile method for the preparation of 2-azaindolizines (imidazo[1,5-a]pyridines) and rare 2-azaindolizine sulfur-bridged dimers. The 2-azaindolizines prepared in this manner are readily converted to a variety of fluorescent compounds by using transition-metal-catalyzed cross-coupling reactions.