Development of heterocyclic compounds using various active species containing selenium

点击翻译按钮获取中文摘要

Compounds bearing multiple active sites are very useful as starting materials for heterocyclic compounds. However, there are limited number of reports of applications using selenium compounds such as selenourea, selenoamide, selenazadiene, and acetylene selenide. Recently, we developed methods for the preparation of selenourea, selenoamide, selenazadiene, and acetylene selenide. We have investigated development of heterocyclic compounds using the various active species containing selenium. Using selenazadiene, reactions with chloroacetonitrile gave 1,3-selenazole-5-carbonitrile, reactions with chloroacetoyl chloride and amine gave 1,3-selenazole-5-carboxylamide, reactions with haloketone gave 5-acyl-2-amino-1,3-selenazole, respectively. Using selenourea, reactions with chloroacetonitrile gave 2-amino-1,3-selenazol-4-iminium chloride, reactions with ketone or aldehyde afforded 2-amino-1,3-selenazole. Using isoselenocyanate, 1,2,4-triazole, 1,3-selenazetizine, 1,3-selenazole, 1,3-selenazine and 1-thia-6-oxa-6aλ^4-seleno-3-azapentalene were prepared.Thus we have confirmed that selenium compounds bearing multiple active sites are excellent starting materials for preparation of novel heterocyclic compounds.