Csp2–N Bond Formation via Ligand-Free Pd-Catalyzed Oxidative Coupling Reaction of N-Tosylhydrazones and Indole Derivatives

2013 ◽  
Vol 78 (17) ◽  
pp. 8485-8495 ◽  
Author(s):  
Maxime Roche ◽  
Gilles Frison ◽  
Jean-Daniel Brion ◽  
Olivier Provot ◽  
Abdallah Hamze ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Indole Derivatives ◽  
Oxidative Coupling Reaction ◽  
Ligand Free

ChemInform Abstract: Csp2-N Bond Formation via Ligand-Free Pd-Catalyzed Oxidative Coupling Reaction of N-Tosylhydrazones and Indole Derivatives.

ChemInform ◽  
2014 ◽  
Vol 45 (5) ◽  
pp. no-no
Author(s):  
Maxime Roche ◽  
Gilles Frison ◽  
Jean-Daniel Brion ◽  
Olivier Provot ◽  
Abdallah Hamze ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Indole Derivatives ◽  
Oxidative Coupling Reaction ◽  
Ligand Free

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.

scholarly journals The synthesis of N,N′-disulfanediyl-bis(N′-((E)-benzylidene)acetohydrazide) from (E)-N′-benzylideneacetohydrazide and S8

RSC Advances ◽  
2020 ◽  
Vol 10 (67) ◽  
pp. 41041-41046
Author(s):  
Hong-Yan Liu ◽  
Yu Chen ◽  
Li-Qiang Hao ◽  
Guo-Dong Wang ◽  
Hong-Shuang Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Direct Approach ◽  
Oxidative Coupling Reaction

Herein we report an oxidative coupling reaction for N–S/S–S bond formation substituted N,N′-disulfanediyl bis(N′-((E)-benzylidene)acetohydrazide). It provides a direct approach for the synthesis of disulfides with good yields.

Microwave-assisted Copper-mediated Tandem Approach for Fused Quinazoline Derivatives

2021 ◽  
Author(s):  
Satyaveni Malasala ◽  
Anusha Polomani ◽  
Sai Manohar Chelli ◽  
Swayamsiddha Kar ◽  
Madhavi Venkata Yaddanapudi ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Oxidative Coupling Reaction ◽  
Microwave Assisted ◽  
Quinazoline Derivatives ◽  
Polycyclic System

A method for microwave-assisted copper-mediated oxidative coupling reaction of different aldehydes and quinazolines/benzimidazoles has been developed for the synthesis of fused-polycyclic system via new C-N bond formation. The current methodology...

An Unprecedented Cyano-Induced Sodium Nitrite-Catalyzed C(sp3)-H and C(sp2)-H Coupling Reaction

2018 ◽  
Vol 15 (7) ◽  
pp. 989-994 ◽  
Author(s):  
Ling Li ◽  
Bo Su ◽  
Yuxiu Liu ◽  
Qingmin Wang
Keyword(s):  
Sodium Nitrite ◽  
Oxidative Coupling ◽  
High Resolution Mass Spectrometry ◽  
Coupling Reaction ◽  
13C Nmr Spectroscopy ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
1H And 13C Nmr ◽  
Oxidative Coupling Reaction ◽  
Oxidative Coupling Reactions

Aim and Objective: During the investigation of sodium nitrite-catalyzed oxidative coupling reaction of aryls, an unprecedented C(sp2)-H and C(sp3)-H coupling of substituted 2-aryl acetonitrile was found. Materials and Methods: The structure of the coupled product was confirmed by 1H and 13C NMR spectroscopy and high-resolution mass spectrometry (HRMS), and comparison of its derivatives with known compounds. The effects of methoxy group in the benzene ring on the reaction were evaluated. Results: The optimized reaction conditions are summarized as follows: CF3SO3H/substrate = 1.5 equiv., NaNO2/substrate = 0.3 equiv., CH3CN as solvent. 2-(4-Methoxyphenyl)acetonitrile and 2-(3,4,5- trimethoxyphenyl)acetonitrile could also generate C(sp2)-H and C(sp3)-H coupling. The coupling reaction occurred as a typical radial mechanism. Conclusion: An unprecedented cyano-induced, NaNO2-catalyzed oxidative C(sp3)-H and C(sp2)-H coupling was reported. The reaction proceeded under very mild conditions, using O2 in the air as terminal oxidant. The unique oxidative manner might provide more inspiration for the development of intriguing oxidative coupling reactions.

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...

Direct visualization of photo-induced disulfides through oxidative coupling of para-aminothiophenol

2021 ◽  
Author(s):  
Wei He ◽  
Chang Xia ◽  
Peng Fei Gao ◽  
Jun Zhou ◽  
Yuan Fang Li ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Chemical Transformations ◽  
Direct Visualization ◽  
Oxidative Coupling Reaction ◽  
Visible Irradiation

Chemical transformations under visible irradiation are interesting in green preparation. Herein, photo-oxidative coupling reaction of para-aminothiophenol(p-ATP) dimerizing to 4-aminophenyl disulfide(APDS) rather than 4,4′-dimercaptoazobenzene(DMAB) was achieved in water by visible irradiation,...

Synthesis of blue light emitting copolymers by oxidative coupling reaction

2003 ◽  
Vol 135-136 ◽  
pp. 201-202 ◽  
Author(s):  
Yingfeng Yu ◽  
Minghai Wang ◽  
Wei Huang ◽  
Shanjun Li
Keyword(s):  
Blue Light ◽  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Light Emitting ◽  
Oxidative Coupling Reaction
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