Abstract <p>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 TeBr<sub>4</sub> 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.</p>

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Synthesis of Novel Bifunctional Organochalcogen Compounds by Reactions of Tellurium, Selenium, and Sulfur Halides with Allylacetic Acid

  • M. V. Musalova,
  • M. V. Musalov,
  • A. A. Pakeeva,
  • L. A. Ivanova,
  • V. A. Potapov

摘要

Abstract

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.