Efficient Synthesis of Diaryl Ketones by Nickel-Catalyzed Negishi Cross-Coupling of Amides by Carbon-Nitrogen Bond Cleavage at Room Temperature Accelerated by a Solvent Effect

2016 ◽  
Vol 22 (30) ◽  
pp. 10420-10424 ◽  
Author(s):  
Shicheng Shi ◽  
Michal Szostak
Keyword(s):  
Solvent Effect ◽  
Room Temperature ◽  
Bond Cleavage ◽  
Cross Coupling ◽  
Efficient Synthesis ◽  
Nitrogen Bond

Visible-light-activated copper(i) catalyzed oxidative Csp–Csp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

2016 ◽  
Vol 18 (16) ◽  
pp. 4526-4530 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Ping-Chiang Lyu ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction ◽  
Conjugated Diynes

An efficient and eco-friendly approach to Csp–Csp cross-coupling of terminal alkynes for the construction of unsymmetrical conjugated diynes via a visible-light-induced CuCl catalysed process at room temperature is described.

Water Phase, Room Temperature, Ligand-Free Suzuki-Miyaura Cross-Coupling: A Green Gateway to Aryl Ketones by C-N Bond Cleavage

2020 ◽  
Vol 2020 (11) ◽  
pp. 1620-1628 ◽  
Author(s):  
Yuqi Zhang ◽  
Zijia Wang ◽  
Zhao Tang ◽  
Zhongfeng Luo ◽  
Hongxiang Wu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Bond Cleavage ◽  
Cross Coupling ◽  
Water Phase ◽  
Ligand Free ◽  
Aryl Ketones

AlCl3 catalyzed coupling of N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon–nitrogen bond cleavage

2017 ◽  
Vol 15 (23) ◽  
pp. 4984-4991 ◽  
Author(s):  
Chen Hu ◽  
Gang Hong ◽  
Xiaofei Qian ◽  
Kwang Rim Kim ◽  
Xiaoyan Zhu ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Nitrogen Bond

A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported.

Room Temperature Alkali Metal Reduction of Carbon Dioxide

2020 ◽  
Author(s):  
Lucas A. Freeman ◽  
Akachukwu D. Obi ◽  
Haleigh R. Machost ◽  
Andrew Molino ◽  
Asa W. Nichols ◽  
...  
Keyword(s):  
Alkali Metal ◽  
Alkali Metals ◽  
Room Temperature ◽  
Chemical Reduction ◽  
Bond Cleavage ◽  
Open Shell ◽  
Metal Reduction ◽  
One Pot ◽  
Earth Abundant ◽  
Electron Reduction

The reduction of the relatively inert carbon–oxygen bonds of CO<sub>2</sub> to access useful CO<sub>2</sub>-derived organic products is one of the most important fundamental challenges in synthetic chemistry. Facilitating this bond-cleavage using earth-abundant, non-toxic main group elements (MGEs) is especially arduous because of the difficulty in achieving strong inner-sphere interactions between CO<sub>2</sub> and the MGE. Herein we report the first successful chemical reduction of CO<sub>2</sub> at room temperature by alkali metals, promoted by a cyclic(alkyl)(amino) carbene (CAAC). One-electron reduction of CAAC-CO<sub>2</sub> adduct (<b>1</b>) with lithium, sodium or potassium metal yields stable monoanionic radicals clusters [M(CAAC–CO<sub>2</sub>)]<sub>n</sub>(M = Li, Na, K, <b> 2</b>-<b>4</b>) and two-electron alkali metal reduction affords open-shell, dianionic clusters of the general formula [M<sub>2</sub>(CAAC–CO<sub>2</sub>)]<sub>n </sub>(<b>5</b>-<b>8</b>). It is notable that these crystalline clusters of reduced CO<sub>2</sub> may also be isolated via the “one-pot” reaction of free CO<sub>2</sub> with free CAAC followed by the addition of alkali metals – a reductive process which does not occur in the absence of carbene. Each of the products <b>2</b>-<b>8</b> were investigated using a combination of experimental and theoretical methods.<br>

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