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

被引：6
作者：
Liu, Li [1 ,2 ]
Wang, Jing [1 ]
Feng, Xiaoying [1 ]
Xu, Kun [3 ]
Liu, Wei [1 ]
Peng, Xia [1 ]
Du, Hongguang [1 ]
Tan, Jiajing [1 ]
机构：
[1] Beijing Univ Chem Technol, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
[2] Sinopec Beijing Res Inst Chem Ind, Beijing 100013, Peoples R China
[3] Beijing Univ Technol, Fac Environm & Life, Beijing 100124, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2024年 / 42卷 / 11期
基金：
中国国家自然科学基金;
关键词：
Azo compounds; Radicals; Acylation; 4-Acyl-1,4-dihydropyridine; Photochemistry; SUBSTITUTED HANTZSCH ESTERS; C-H ACTIVATION; DIALKYL AZODICARBOXYLATES; ALDEHYDES; EFFICIENT; PHOTOCHEMISTRY; ALKYLATION; HYDRAZIDES; CHEMISTRY; ACYLATION;
D O I：
10.1002/cjoc.202300726
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A 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.
引用
收藏
页码：1230 / 1236
页数：7
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