An efficient and recyclable silica-supported carbene-Cu(II) catalyst for the oxidative coupling reaction of terminal alkynes with H-phosphonates under base-free reaction conditions

2011 ◽  
Vol 25 (11) ◽  
pp. 830-835 ◽  
Author(s):  
Ping Liu ◽  
Jin Yang ◽  
Pinhua Li ◽  
Lei Wang
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Terminal Alkynes ◽  
Reaction Conditions ◽  
Oxidative Coupling Reaction

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.

An Alternative Synthesis of Bipyrenol: A High-Yield Oxidative Coupling Reaction of a Pyrene Derivative with Cu(BF4)2·nH2O

Synthesis ◽  
2017 ◽  
Vol 49 (14) ◽  
pp. 3145-3148 ◽  
Author(s):  
Ken-ichi Sugiura ◽  
Subas Rajbangshi
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Previous Method ◽  
High Yield ◽  
Reaction Conditions ◽  
Marked Contrast ◽  
Alternative Synthesis ◽  
Oxidative Coupling Reaction

An alternative synthesis has been developed with the objective of extending the applications of bipyrenol in mind. The key reaction involves the oxidative coupling of 2-hydroxypyrene menthyl carbonate to afford the corresponding pyrene dimer. In marked contrast to our previous method, i.e., the oxidation of 2-hydroxypyrene, the revised method is a clean and high-yielding reaction. By optimizing the reaction conditions, the yield of the alternative synthesis is increased to 88%.

NHPI- and TBAI-Co-Catalyzed Synthesis of Allylic Esters from Toluene Derivatives and Alkenes

Synlett ◽  
2018 ◽  
Vol 29 (06) ◽  
pp. 840-844 ◽  
Author(s):  
Hongmei Deng ◽  
Xueshun Jia ◽  
Jian Li ◽  
Chengliang Li ◽  
Tao Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Reaction ◽  
Reaction Conditions ◽  
Metal Free ◽  
Oxidative Coupling Reaction ◽  
New Strategy ◽  
Tetrabutylammonium Iodide ◽  
Allylic Esters

An N-hydroxyphthalimide (NHPI) and tetrabutylammonium iodide (TBAI) co-catalyzed oxidative coupling reaction of toluene derivatives and alkenes has been disclosed. This method can serve as a new strategy to access allylic ester using toluene derivatives as oxyacylating reagent. This metal-free protocol also features the readily available starting materials, broad substrate scope, and mild reaction conditions.

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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