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 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.

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.

Iron-catalyzed synthesis of arylsulfinates through radical coupling reaction

2016 ◽  
Vol 52 (14) ◽  
pp. 2980-2983 ◽  
Author(s):  
Weixi Zhang ◽  
Meiming Luo
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Radical Coupling ◽  
Diaryliodonium Salts ◽  
Radical Coupling Reaction

A novel iron-catalyzed synthesis of arylsulfinates from diaryliodonium salts and rongalite through radical coupling reaction is described. Desired products can be prepared in good yields in air at room temperature in 20 minutes without the need for any ligands and additives.

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....

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....

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

Enantioselective Radical Functionalization of Imines and Iminium Intermediates via Visible Light Photoredox Catalysis

Synthesis ◽  
2020 ◽  
Author(s):  
Jia-Jia Zhao ◽  
Hong-Hao Zhang ◽  
Shouyun Yu
Keyword(s):  
Visible Light ◽  
Asymmetric Synthesis ◽  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Chemical Transformations ◽  
Photoredox Catalysis ◽  
Radical Coupling ◽  
Mild Conditions ◽  
Iminium Ions ◽  
Radical Functionalization

Visible light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, the advance in the catalytic asymmetric radical functionalization of imines, as well as iminium intermediates, are summarized. 1 Introduction 2 The enantioselective radical functionalization of imines 2.1 Asymmetric reduction 2.2 Asymmetric cyclization 2.3 Asymmetric addition 2.4 Asymmetric radical coupling 3 The enantioselective radical functionalization of iminium ions 3.1 Asymmetric radical alkylation 3.2 Asymmetric radical acylation 4 Conclusion

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