One-pot expeditious synthesis of glycosylated esters through activation of carboxylic acids using trichloroacetonitrile

被引:3
|
作者
Yadav, Mangal S. [1 ]
Jaiswal, Manoj K. [1 ]
Kumar, Sunil [1 ]
Singh, Sumit K. [1 ]
Ansari, Faisal J. [1 ]
Tiwari, Vinod K. [1 ]
机构
[1] Banaras Hindu Univ, Inst Sci, Dept Chem, Varanasi 221005, India
关键词
Alcohol; Carboxylic acid; Glycosylated ester; Trichloroacetimidate; CLICK CHEMISTRY; MIXED ANHYDRIDE; ESTERIFICATION; CATALYSTS; CARBONYLATION; AMIDATION; COMPLEXES; CLEAVAGE;
D O I
10.1016/j.carres.2022.108674
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Acetimidates, a valuable intermediate has been well explored as versatile synthon in a number of organic transformations particularly as suitable donors in glycosylation reactions. Herein, we explored acetimidates to furnish high-to-excellent yield of diverse glycosylated esters under one-pot mild reaction condition. The commercially available trichloroacetonitrile is implemented for the activation of carboxylic acid via in situ generation of trichloroacetimidate, which was subsequently attacked by sugar alcohols to deliver high-to -excellent yields of desired glycosylated esters. The devised method has some notable features such as metal -free condition, one-pot mild reaction condition, easy-handling, high-to-excellent yields, and broad substrate scope.
引用
收藏
页数:11
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