Synthesis 2024; 56(11): 1657-1676
DOI: 10.1055/a-2288-7553
review
New Trends in Organic Synthesis from Chinese Chemists

NHC-Mediated Photochemical/Electrochemical Synthesis of Carbonyl Compounds

Hao-Ran Yu
,
Ying-Ming Pan
,
Fei-Hu Cui
,
Hai-Tao Tang
We thank the National Natural Science Foundation of China (22161008, 22061003), Guangxi Science and Technology Base and Talent Special Project (High level Innovative Talents and Team Training) (Guike AD23026094), Natural Science Foundation of Guangxi Province (2021GXNSFFA220005) for financial support.


Abstract

Great progress has been made in the photochemical/electrochemical reactions of carbonyl compounds catalyzed by N-heterocyclic carbenes (NHCs), allowing for many incredible reactions. The form of active intermediates hugely varies in different reactions. Under light or electricity, different active intermediates can be generated during NHC-catalyzed reactions depending on their interaction with different substrates and the reaction conditions. Intermediates can be converted into α,β-unsaturated acylazoliums, Breslow intermediates, homoenolates, and acylazoliums and subsequently undergo single- or double-electron conversions. This study reviews the different active intermediates formed by NHC in photochemical/electrochemical catalysis.

1 Introduction

2 NHC-Mediated Photoreactions

3 NHC-Mediated Electrochemical Reactions

4 Conclusion and Prospects



Publication History

Received: 09 January 2024

Accepted after revision: 15 March 2024

Accepted Manuscript online:
15 March 2024

Article published online:
23 April 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany