4.4 Article

Bronsted Acid-Catalyzed the Synthesis of Sulfoximide Substituted Dihydropyranone Derivatives

期刊

CHINESE JOURNAL OF ORGANIC CHEMISTRY
卷 42, 期 2, 页码 487-497

出版社

SCIENCE PRESS
DOI: 10.6023/cjoc202108015

关键词

Bronsted acid; sulfoximidie; dihydropyranone; glycoside

资金

  1. National Natural Science Foundation of China [21571027, 21978039]
  2. Fundamental Research Funds for the Central Universities [DUT20YG120]

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In this study, diphenyl phosphate was used as a catalyst for the synthesis of sulfoximide-substituted dihydropyranone derivatives with yields ranging from 44% to 78%. The method features mild conditions and good functional group compatibility.
Both sulfoximide and dihvdropyranone derivatives have potential bioactivities. However, it is still undisclosed to prepare sulfoximide-substituted dihydropyranone derivatives. Herein, diphenyl phosphate, as Bronsted acid was used to catalyze the nucleophilic substitution reactions of sulfoximides and dihydropyranones to afford sulfoximide substituted dihvdropyranone derivatives in 44%similar to 78% yields. This method features mild conditions, simple operation and good functional group compatibility, which avoids using noble metals in traditional manners and provides a novel and effective strategy for the synthesis of glycosides.

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