Recent Advances in Exploring Diverse Decarbonylation, Decarboxylation and Desulfitation Coupling Reactions for Organic Transformations

Abstract

Decarbonylation, decarboxylation and desulfitation reactions have been adopted as new strategies and applied in organic synthesis for their obvious advantages over traditional cross-coupling reactions involving organometallic reagents. In this account, we highlight our recent progress on the development of novel decarbonylative, decarboxylative and desulfitative coupling reactions to construct diverse hydrocarbons via transition-metal catalysis and visible-light photoredox catalysis. In addition, mechanistic investigations describe the decarboxylative process of α-keto acids by trapping possible formed intermediates, and plausible reaction pathways are proposed. In another case, we demonstrate the successful desulfitative reactions of sulfinic acids and their sodium salts with other organic coupling partners. Among these, several reactions tolerate a range of functional groups whilst others even occur in aqueous solution.

1 Introduction

2 Palladium-Catalyzed Decarbonylative Arylation of Azoles with Arylamides

3 Transition-Metal-Catalyzed (-Mediated) Decarboxylation of Carboxylic Acids and their Derivatives

4 Visible-Light Photoredox-Catalyzed Decarboxylative Coupling Reactions

5 Transition-Metal-Catalyzed Desulfitative Coupling Reactions

6 Conclusion

Key words

decarbonylation - decarboxylation - desulfitation - transition-metal catalysis - visible-light photoredox catalysis

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