<scp>Visible‐Light‐Mediated Photocatalyst‐Free</scp> Hydroacylation of Azodicarboxylic Acid Derivatives with <scp>4‐Acyl</scp>‐1,4‐dihydropyridines-Reference-Cited by-同舟云学术

Visible‐Light‐Mediated Photocatalyst‐Free Hydroacylation of Azodicarboxylic Acid Derivatives with 4‐Acyl‐1,4‐dihydropyridines

Published:2024-02-05 Issue:11 Volume:42 Page:1230-1236
ISSN:1001-604X
Container-title:Chinese Journal of Chemistry
language:en
Short-container-title:Chin. J. Chem.

Author:

Liu Li¹²,Wang Jing¹,Feng Xiaoying¹,Xu Kun³,Liu Wei¹,Peng Xia¹,Du Hongguang¹,Tan Jiajing¹

Affiliation:

1. Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology Beijing 100029 China

2. Sinopec Beijing Research Institute of Chemical Industry Beijing 100013 China

3. Faculty of Environment and Life, Beijing University of Technology Beijing 100124 China

Abstract

Comprehensive SummaryA visible‐light‐enabled, photocatalyst‐free hydroacylation reaction of azodicarboxylic acid derivatives was described. This radical conjugate addition (RCA) protocol relied on the dual role of 4‐acyl‐1,4‐dihydropyridine (acyl‐DHP) reagents that besides being as radical reservoirs, they also enabled the conversion of radical adducts to anion intermediates via reduction. Under “catalyst‐oxidant‐additive free” conditions, a wide range of structurally different acyl hydrazide products were readily obtained in 56%—99% yields. The utility of this transformation was further demonstrated by the scale‐up synthesis and downstream derivatization.

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/cjoc.202300726

Reference73 articles.

1. Introduction: Photochemistry in Organic Synthesis

2. Photoredox-Catalyzed C–H Functionalization Reactions

3. Applications of Halogen-Atom Transfer (XAT) for the Generation of Carbon Radicals in Synthetic Photochemistry and Photocatalysis

4. Advances and Challenges of Photocatalytic Methane C—C Coupling

5. Photofunction‐Directed Coordination Molecular Engineering

Cited by 5 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Recent Progress in Metal‐Free Hydroacylation Reactions of Alkenes and Alkynes;ChemistrySelect;2024-09-12

2. Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis;Molecules;2024-08-13

3. Visible-Light-Induced Acylative Pyridylation of Styrenes;Organic Letters;2024-05-29

4. Metal-free photoinduced generation and alkynylation of carbamoyl radicals: a facile synthesis of alkynyl amides;Chemical Communications;2024

5. Sunlight-induced three-component synthesis of α-aminoketones: a green and sustainable pathway through an EDA complex;Organic Chemistry Frontiers;2024