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Acetylene and Ethylene: Universal C2 Molecular Units in Cycloaddition Reactions

Valentine P. Ananikov, Maria S. Ledovskaya, Vladimir V. Voronin, Konstantin S. Rodygin

2021Synthesis27 citationsDOI

Abstract

Abstract Acetylene and ethylene are the smallest molecules that contain an unsaturated carbon–carbon bond and can be efficiently utilized in a large variety of cycloaddition reactions. In this review, we summarize the application of these C2 molecular units in cycloaddition chemistry and highlight their amazing synthetic opportunities. 1 Introduction 2 Fundamental Features and Differences of Cycloaddition Reactions Involving Acetylene and Ethylene 3 (2+1) Cycloaddition 4 [2+2] Cycloaddition 5 (3+2) Cycloaddition 6 [4+2] Cycloaddition 7 (2+2+1) Cycloaddition 8 [2+2+2] Cycloaddition 9 The Use of Acetylene and Ethylene Cycloaddition for Deuterium and 13C Labeling 10 Conclusions

Topics & Concepts

CycloadditionAcetyleneChemistryEthyleneOrganic chemistryPhotochemistryCatalysisOrganic Chemistry Cycloaddition ReactionsClick Chemistry and ApplicationsFluorine in Organic Chemistry
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