Transition metal free intramolecular selective oxidative C(sp3)–N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

2015 ◽  
Vol 51 (7) ◽  
pp. 1371-1374 ◽  
Author(s):  
Ajay Verma ◽  
Saket Patel ◽  
Meenakshi Meenakshi ◽  
Amit Kumar ◽  
Abhimanyu Yadav ◽  
...  
Keyword(s):  
Transition Metal ◽  
Potassium Carbonate ◽  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Metal Free ◽  
Oxidative Coupling Reaction ◽  
Butyl Peroxide

A transition metal-free intramolecular selective oxidative coupling reaction of C(sp3)–H and N–H bonds has been presented utilizing iodine, potassium carbonate and di-tert-butyl peroxide in acetonitrile at 110–140 °C.

A Three Component Iodine-Catalyzed Oxidative Coupling Reaction: A Heterodifunction of 3-Methylindole

2021 ◽  
Author(s):  
Wei Zhang ◽  
Shiqun Xiang ◽  
Weibin Fan ◽  
Jiang Jin ◽  
Yinghua Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Peroxy Radicals ◽  
Metal Free ◽  
Tert Butyl ◽  
Oxidative Coupling Reaction

A metal-free synthesis of heterodifunctional indole derivaties is developed through TBHP/KI-mediated oxidative coupling. The reaction constructs C-O and C-C bonds in succession with the help of tert-butyl peroxy radicals generated...

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

ChemInform Abstract: Seven- and Eight-Membered Heterocyclic Biaryl Synthesis Through a Metal-Free Oxidative Coupling Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (18) ◽  
pp. no-no
Author(s):  
Shutao Sun ◽  
Jingjing Yang ◽  
Fanmei Li ◽  
Zheng Lv ◽  
Wei Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Metal Free ◽  
Oxidative Coupling Reaction ◽  
Biaryl Synthesis

Confined pyrolysis of a dye pollutant for two-dimensional F,N,S tri-doped nanocarbon as a high performance oxidative coupling reaction catalyst

2020 ◽  
Vol 22 (22) ◽  
pp. 7839-7847
Author(s):  
Sijie Liu ◽  
Sian Chen ◽  
Ao Yu ◽  
Yajing Hu ◽  
Bingzhe Yu ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
High Performance ◽  
Coupling Reaction ◽  
Two Dimensional ◽  
Metal Free ◽  
Oxidative Coupling Reaction ◽  
High Efficient

Two-dimensional F,N,S tri-doped nanocarbon was synthesized by confined pyrolysis of a dye pollutant and utilized as a high efficient metal-free catalyst for oxidative coupling of amines.

Transition-metal-free radical cleavage of a hydrazonyl N–S bond: tosyl radical-initiated cascade C(sp3)–OAr cleavage, sulfonyl rearrangement and atropisomeric cyclopropanation

2018 ◽  
Vol 5 (24) ◽  
pp. 3567-3573 ◽  
Author(s):  
Yao-Zhong Chen ◽  
Teng Liu ◽  
Jie Zhu ◽  
Hui Zhang ◽  
Lei Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Potassium Carbonate ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Cleavage

Combination of 1,10-phenanthroline and potassium carbonate enables a radical cleavage of a hydrazonyl N–S bond, allowing a coupling reaction of N-tosylhydrazone and phosphinyl allene via cascade C–O cleavage, sulfonyl rearrangement and atropisomeric cyclopropanation.

Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions

2014 ◽  
Vol 12 (32) ◽  
pp. 6072-6075 ◽  
Author(s):  
Chunhuan He ◽  
Xuewei Qian ◽  
Peipei Sun
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Metal Free ◽  
Oxidative Coupling Reaction

Thiol (selenol) esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides (diselenides) under metal-free conditions.

Seven- and eight-membered heterocyclic biaryl synthesis through a metal-free oxidative coupling reaction

2014 ◽  
Vol 55 (50) ◽  
pp. 6899-6902 ◽  
Author(s):  
Shutao Sun ◽  
Jingjing Yang ◽  
Fanmei Li ◽  
Zheng Lv ◽  
Wei Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Metal Free ◽  
Oxidative Coupling Reaction ◽  
Biaryl Synthesis

ChemInform Abstract: Metal-Free Mizoroki-Heck Type Reaction: A Radical Oxidative Coupling Reaction of 2-Chloro-Dithiane with Substituted Olefins.

ChemInform ◽  
2015 ◽  
Vol 46 (13) ◽  
pp. no-no
Author(s):  
Wenbin Du ◽  
Junshan Lai ◽  
Lixia Tian ◽  
Xingang Xie ◽  
Xuegong She ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Metal Free ◽  
Type Reaction ◽  
Oxidative Coupling Reaction
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