Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

2021 ◽  
Author(s):  
Qian Dou ◽  
Li Geng ◽  
Bin Cheng ◽  
Chao-Jun Li ◽  
Huiying Zeng
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Bond Cleavage ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Rearrangement Process ◽  
Trialkyl Phosphites

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C–O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein....

ChemInform Abstract: Transition-Metal-Free Cross-Coupling Reactions by Single Electron Transfer (SET).

ChemInform ◽  
2014 ◽  
Vol 45 (42) ◽  
pp. no-no
Author(s):  
Suresh Kumar Sythana ◽  
Santhosh Unni ◽  
Yogesh M. Kshirsagar ◽  
Pundlik R. Bhagat
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Coupling Reactions ◽  
Metal Free ◽  
Cross Coupling Reactions

Transition-Metal-Free Cross-Coupling Reactions by Single Electron Transfer (SET)

2013 ◽  
Vol 2014 (2) ◽  
pp. 311-314 ◽  
Author(s):  
Suresh Kumar Sythana ◽  
Santhosh Unni ◽  
Yogesh M. Kshirsagar ◽  
Pundlik R. Bhagat
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Coupling Reactions ◽  
Metal Free ◽  
Cross Coupling Reactions

scholarly journals N-Heterocyclic Carbene/Magnesium Co-catalyzed Radical Relay Assembly of Aliphatic Keto-nitriles

2020 ◽  
Author(s):  
Lei Chen ◽  
Shiyi Jin ◽  
Jian Gao ◽  
Tongtong Liu ◽  
Yuebo Shao ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Reaction Conditions ◽  
Eda Complex

An N-heterocyclic carbene and magnesium co-catalyzed three-component alkylacylation of alkenes with cycloketone oxime esters and aldehydes was presented. This method displayed good scope generality, providing a transition metal and photo-redox free pathway to access various multi-functionalized aliphatic keto-nitrile structures under mild reaction conditions. Moreover, this strategy is supposed to follow a radical relay mechanism via a single electron transfer (SET) event of Mg/oxime ester/Breslow intermediate ternary electron donating acceptor (EDA) complex.

scholarly journals Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 459 ◽  
Author(s):  
Hengzhao Li ◽  
Zemin Lai ◽  
Adila Adijiang ◽  
Hongye Zhao ◽  
Jie An
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Transfer Reaction ◽  
Bond Cleavage ◽  
Electron Transfer Reaction ◽  
Amide Bond ◽  
Single Electron Transfer ◽  
Reaction Conditions ◽  
Metal Free ◽  
Single Electron Transfer Reaction

Functionalization of amide bond via the cleavage of a non-carbonyl, C-N σ bond remains under-investigated. In this work, a transition-metal-free single-electron transfer reaction has been developed for the C-N σ bond cleavage of N-acylazetidines using the electride derived from sodium dispersions and 15-crown-5. Of note, less strained cyclic amides and acyclic amides are stable under the reaction conditions, which features the excellent chemoselectivity of the reaction. This method is amenable to a range of unhindered and sterically encumbered azetidinyl amides.

Microfluidic electrochemistry for single-electron transfer redox-neutral reactions

Science ◽  
2020 ◽  
Vol 368 (6497) ◽  
pp. 1352-1357 ◽  
Author(s):  
Yiming Mo ◽  
Zhaohong Lu ◽  
Girish Rughoobur ◽  
Prashant Patil ◽  
Neil Gershenfeld ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Molecular Diffusion ◽  
Microfluidic Channel ◽  
Cross Coupling ◽  
Reactive Intermediates ◽  
Single Electron ◽  
Visible Light Photocatalysis ◽  
Single Electron Transfer ◽  
Selective Transformation ◽  
Crystal Compound

Electrochemistry offers opportunities to promote single-electron transfer (SET) redox-neutral chemistries similar to those recently discovered using visible-light photocatalysis but without the use of an expensive photocatalyst. Herein, we introduce a microfluidic redox-neutral electrochemistry (μRN-eChem) platform that has broad applicability to SET chemistry, including radical-radical cross-coupling, Minisci-type reactions, and nickel-catalyzed C(sp2)–O cross-coupling. The cathode and anode simultaneously generate the corresponding reactive intermediates, and selective transformation is facilitated by the rapid molecular diffusion across a microfluidic channel that outpaces the decomposition of the intermediates. μRN-eChem was shown to enable a two-step gram-scale electrosynthesis of a nematic liquid crystal compound, demonstrating its practicality.

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