Photocatalytic cross-dehydrogenative coupling reaction toward the synthesis of N,N-disubstituted hydrazides and their bromides

被引:17
作者
Zheng, Lvyin [1 ]
Zhuo, Xiaoya [1 ]
Wang, Yihan [1 ]
Zou, Xiaoying [1 ]
Zhong, Yumei [1 ]
Guo, Wei [1 ]
机构
[1] Gannan Normal Univ, Key Lab Organopharmaceut Chem Jiangxi Prov, Ganzhou 341000, Peoples R China
基金
中国国家自然科学基金;
关键词
ONE-POT SYNTHESIS; ACYL HYDRAZIDES; METAL-FREE; ORGANIC-SOLVENT; BOND FORMATION; DERIVATIVES; ALDEHYDES; 1,3,4-OXADIAZOLES; INHIBITORS; ANNULATION;
D O I
10.1039/d2qo00253a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N,N-Disubstituted hydrazides are useful synthetic building blocks and important pharmaceutical scaffolds in the fields of organo-pharmaceutical chemistry. Direct C(=O)-N-N bond formation represents one of the most effective strategies through a cross-dehydrogenative coupling (CDC) process. Here we report an efficient method for the divergent synthesis of N,N-disubstituted hydrazides and their bromides from N,N-disubstituted hydrazines and aldehydes by photoredox-catalytic CDC reactions. This versatile protocol enables the direct construction of C(=O)-N-N and C(sp(2))-Br bonds simultaneously from available starting materials without prefunctionalization. This one-pot strategy shows the advantages of mild reaction conditions, high atom and step economy, high regioselectivity, as well as good functional group tolerance. In addition, the selected compounds exhibit potential antitumor activities as new chemical entities, thus showing potential applications in the field of new anticancer drug research.
引用
收藏
页码:3012 / 3021
页数:10
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