Synthesis of Novel Bifunctional Organochalcogen Compounds by Reactions of Tellurium, Selenium, and Sulfur Halides with Allylacetic Acid
摘要
A synthetic approach was developed for novel bifunctional organochalcogen compounds based on the reactions of tellurium, selenium, and sulfur halides with allylacetic acid, affording products in 86–99% yields. Reactions with sulfur and selenium dihalides yielded chalcogenides containing two methylbutyrolactone moieties in 97–99% yields. Reactions with tellurium tetrachloride and tetrabromide produced trihalotellanes containing a methylbutyrolactone group. The reaction of TeBr4 with allylacetic acid in methanol involved methoxytelluration accompanied by transesterification, forming a tribromotellane with methoxy and methoxycarbonyl functionalities. The resulting trihalotellanes were reduced to the corresponding functional ditellurides in high yields.