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Synthesis of Some Novel 1-​(Substituted Phenyl)​-​2-​(4-​(Trimethylsilyl)​-​1H-​1,​2,​3-​Triazol-​1-​yl) Ketones

Abstract

A facile and highly efficient method for the regioselective one-​pot synthesis of a series of novel 1-​(substituted phenyl)​-​2-​(4-​(trimethylsilyl)​-​1H-​1,​2,​3-​triazol-​1-​yl)​ketones from 2-​bromo-​1-​(substituted phenyl)​ketones, sodium azide, and trimethylsilyl acetylene, through Cu (I) catalyzed 1,​3-​dipolar [3+2] cycloaddn. reaction is reported. The reaction proceeds smoothly in 40​% aq. acetone at room temp. without the use of any additive. Regioselectivity privileges the formation of the corresponding C-​4 silylated-​1,​2,​3-​triazoles in high yields in all instances. The methodol. offers an entry to new 1,​2,​3-​triazolyl-​4-​trimethylsilyl anionic synthon scaffolds

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