Visible light-induced alkylpyridylation of styrenes via a reductive radical three-component coupling

2021 ◽  
Author(s):  
Jingmiao Yu ◽  
Liwen Zhu ◽  
Huan Gao ◽  
Xiaoyuan Hong ◽  
Tingting Chen
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Coupling ◽  
Radical Coupling Reaction ◽  
Three Component Coupling

A visible light-induced and metal-free strategy for the intermolecular three-compoment alkylpyridylation of styrenes is reported. Hantzsch ester was found to be key to initiate the overall reductive radical coupling reaction....

A photoredox catalyzed radical–radical coupling reaction: facile access to multi-substituted nitrogen heterocycles

2016 ◽  
Vol 52 (48) ◽  
pp. 7596-7599 ◽  
Author(s):  
Weipeng Li ◽  
Yingqian Duan ◽  
Muliang Zhang ◽  
Jian Cheng ◽  
Chengjian Zhu
Keyword(s):  
Visible Light ◽  
Nitrogen Heterocycles ◽  
Coupling Reaction ◽  
Radical Coupling ◽  
Radical Coupling Reaction

A visible light mediated radical–radical coupling reaction towards the construction of valuable nitrogen heterocycles has been developed. Piperidine, pyrrolidine, indole, and azetidine scaffolds were synthesized in good to excellent yields from simple substrates.

Synthesis of 1,2-amino alcohols by decarboxylative coupling of amino acid derived α-amino radicals to carbonyl compounds via visible-light photocatalyst in water

2020 ◽  
Vol 22 (2) ◽  
pp. 336-341 ◽  
Author(s):  
Shulei Pan ◽  
Min Jiang ◽  
Jinjin Hu ◽  
Ruigang Xu ◽  
Xiaofei Zeng ◽  
...  
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Amino Alcohols ◽  
Visible Light Photocatalyst ◽  
Radical Coupling ◽  
Decarboxylative Coupling ◽  
Radical Coupling Reaction

A general and efficient visible-light photoredox-catalyzed decarboxylative radical coupling reaction of N-aryl amino acids with aldehydes or ketones for the synthesis of 1,2-amino alcohols in water at room temperature is described.

A novel C–C radical–radical coupling reaction promoted by visible light: facile synthesis of 6-substituted N-methyl 5,6-dihydrobenzophenanthridine alkaloids

RSC Advances ◽  
2016 ◽  
Vol 6 (56) ◽  
pp. 50500-50505 ◽  
Author(s):  
Zhaoying Liu ◽  
Yajun Huang ◽  
Hongqi Xie ◽  
Wei Liu ◽  
Jianguo Zeng ◽  
...  
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Facile Synthesis ◽  
Radical Coupling ◽  
Radical Coupling Reaction ◽  
Electron Withdrawing Group

A photoredox mediated radical–radical coupling ofN-methyl 5,6-dihydrobenzophenanthridine alkaloids with α-electron withdrawing group substituted bromoalkane has been developed.

Transition-Metal-Free Synthesis of Thiosulfonates through Radical Coupling Reaction

Synlett ◽  
2018 ◽  
Vol 29 (15) ◽  
pp. 2076-2080 ◽  
Author(s):  
Wen-Ting Wei ◽  
Zhiyong Guo ◽  
Guodong Zhou ◽  
Xu-Dong Xu ◽  
Gan-Ping Chen
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Mechanistic Studies ◽  
Reaction Conditions ◽  
Coupling Process ◽  
Metal Free ◽  
Radical Coupling ◽  
Radical Coupling Reaction ◽  
High Yields

An efficient and practical transition-metal-free radical ­coupling reaction of sulfonyl hydrazides mediated by NIS/K2S2O8 has been developed to afford a variety of biological activity thiosulfonates in moderate to excellent yields. Compared to a known approach for the synthesis of thiosulfonates from sulfonyl hydrazides, this strategy features high yields, mild reaction conditions, and broad substrate scope. The mechanistic studies revealed that the procedure undergoes via a radical cross-coupling process for the construction of S–S bonds.

Transition-metal-free decarboxylative C3-difluoroarylmethylation of quinoxalin-2(1H)-ones with α,α-difluoroarylacetic acids

2019 ◽  
Vol 6 (8) ◽  
pp. 1173-1182 ◽  
Author(s):  
Guangfeng Hong ◽  
Jinwei Yuan ◽  
Junhao Fu ◽  
Guoyong Pan ◽  
Zhengwang Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Coupling ◽  
Mild Conditions ◽  
Radical Coupling Reaction

A facile and efficient transition-metal-free decarboxylative radical coupling reaction of α,α-difluoroarylacetic acids with quinoxalin-2(1H)-ones has been developed under mild conditions.

Visible-Light-Driven Electron Donor–Acceptor Complex Induced Sulfonylation of Diazonium Salts with Sulfinates

2021 ◽  
Author(s):  
Xin Liang ◽  
Yufei Li ◽  
Qing Xia ◽  
Lan Cheng ◽  
Jianbo Guo ◽  
...  
Keyword(s):  
Visible Light ◽  
Electron Donor ◽  
Coupling Reaction ◽  
Diazonium Salts ◽  
Acceptor Complex ◽  
Radical Coupling ◽  
Visible Light Driven ◽  
Donor Acceptor ◽  
Radical Coupling Reaction ◽  
Eda Complex

This work reports an efficient sulfonylation enabled by visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor–acceptor (EDA) complex....

C(sp3)–H Peroxidation of 3-Substituted Indolin-2-ones under Metal-Free Conditions

Synlett ◽  
2017 ◽  
Vol 29 (05) ◽  
pp. 663-667 ◽  
Author(s):  
Wen-Ting Wei ◽  
Wei-Wei Ying ◽  
Wen-Ming Zhu ◽  
Zhanghua Gao ◽  
Hongze Liang
Keyword(s):  
Coupling Reaction ◽  
Butyl Hydroperoxide ◽  
Metal Free ◽  
Efficient Approach ◽  
Tert Butyl ◽  
Radical Coupling ◽  
Simple Strategy ◽  
Tert Butyl Hydroperoxide ◽  
Radical Coupling Reaction

A C(sp3)–H peroxidation of 3-substituted indolin-2-ones through radical coupling reaction has been developed under metal-free conditions. Using tert-butyl hydroperoxide both as an oxidant and as a peroxidation reagent to couple with the C(sp3)–H bonds of 3-substituted indolin-2-ones can form a new C–O bond without using any additives. This simple strategy provides a green and efficient approach to 3-peroxyindolin-2-ones in moderate to excellent yields. The resulting 3-peroxyindolin-2-ones could be further transformed into 3-hydroxy­indolin-2-ones.

Metal-Free Nitration of the C(sp 3 )−H Bonds of 2-Oxindoles through Radical Coupling Reaction at Room Temperature

2017 ◽  
Vol 359 (20) ◽  
pp. 3551-3554 ◽  
Author(s):  
Wen-Ting Wei ◽  
Wen-Ming Zhu ◽  
Wei-Wei Ying ◽  
Yi-Ning Wang ◽  
Wen-Hui Bao ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Coupling ◽  
Radical Coupling Reaction
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