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Highly Stereoselective Synthesis of 2-Acyl-3-sulfonamidobut-2-enoates Using Solid Calcium Carbide as a Substitute for Gaseous Acetylene

Wang Botao, Xinjie You, Jiao Wang, Zheng Li

2024Organic Letters16 citationsDOI

Abstract

Multifunctional group compounds, 2-acyl-3-sulfonamidobut-2-enoates, are efficiently constructed using solid calcium carbide as an alkyne source through the simultaneous formation of two bonds in one step. The salient features of this protocol are the use of an inexpensive, abundant, and easy-to-use alkyne source as a substitute for flammable and explosive gaseous acetylene, low-cost catalyst, mild conditions, wide substrate scope, high stereoselectivity, satisfactory yield, and simple manipulation. This method can also be extended to the gram scale.

Topics & Concepts

ChemistryCalcium carbideAcetyleneStereoselectivityCombinatorial chemistryCalciumOrganic chemistryStereochemistryCatalysisChemical Synthesis and ReactionsSynthesis and Characterization of PyrrolesChemical Synthesis and Analysis
Highly Stereoselective Synthesis of 2-Acyl-3-sulfonamidobut-2-enoates Using Solid Calcium Carbide as a Substitute for Gaseous Acetylene | Litcius