Transition metal-free, iodide-mediated domino carbonylation–benzylation of benzyl chlorides with arylboronic acids under ambient pressure of carbon monoxide

2016 ◽  
Vol 18 (9) ◽  
pp. 2598-2603 ◽  
Author(s):  
Fengli Jin ◽  
Yanzhen Zhong ◽  
Xin Zhang ◽  
Huichun Zhang ◽  
Qian Zhao ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Transition Metal ◽  
Ambient Pressure ◽  
Metal Free ◽  
Arylboronic Acids ◽  
Benzyl Chlorides

Transition metal-free, ambient-pressure domino carbonylation–benzylation reactions by iodide catalysis have been developed.

Iodide-Catalyzed Carbonylation–Benzylation of Benzyl Chlorides with Potassium Aryltrifluoroborates under Ambient Pressure of Carbon Monoxide

Synlett ◽  
2017 ◽  
Vol 29 (03) ◽  
pp. 369-374 ◽  
Author(s):  
Wei Han ◽  
Junjie Chen ◽  
Fengli Jin ◽  
Xiaorong Yuan
Keyword(s):  
Carbon Monoxide ◽  
Ambient Pressure ◽  
The Novel ◽  
Metal Free ◽  
Benzyl Chlorides ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Novel Method ◽  
High Yields ◽  
Co Gas

Tetra-N-butylammonium iodide (TBAI) catalyzed carbonylation–benzylation of unactivated benzyl chlorides with potassium aryltrifluoroborates using CO gas has been developed. This reaction is transition-metal free, is carried out under ambient pressure, and provides a wide range of 1,2,3-triarylpropan-1-one derivatives in high yields. The novel method represents a significant improvement over the traditional palladium-catalyzed carbonylation.

Transition-metal-free carbonylation of aryl halides with arylboronic acids by utilizing stoichiometric CHCl3 as the carbon monoxide-precursor

2019 ◽  
Vol 21 (11) ◽  
pp. 2911-2915 ◽  
Author(s):  
Fangning Xu ◽  
Dan Li ◽  
Wei Han
Keyword(s):  
Carbon Monoxide ◽  
Transition Metal ◽  
Suzuki Coupling ◽  
Free Carbon ◽  
Aryl Halides ◽  
Metal Free ◽  
Arylboronic Acids ◽  
General Methodology

A transition-metal-free, carbon monoxide-free, and general methodology for carbonylative Suzuki coupling has been developed.

scholarly journals Transition-Metal-free Double-Insertive Coupling of Isocyanides with Arylboronic Acids Enabled Diarylmethanamines

2020 ◽  
Vol 1 (12) ◽  
pp. 100268
Author(s):  
Kai Yang ◽  
Xiaoxiao Hu ◽  
Wangyang Li ◽  
Jian Qiu ◽  
Qiang Feng ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Arylboronic Acids

Copper-catalyzed carbonylative Suzuki coupling of aryl iodides with arylboronic acids under ambient pressure of carbon monoxide

RSC Advances ◽  
2014 ◽  
Vol 4 (83) ◽  
pp. 44312-44316 ◽  
Author(s):  
Laijin Cheng ◽  
Yanzhen Zhong ◽  
Zhuchao Ni ◽  
Hongyan Du ◽  
Fengli Jin ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Ethylene Glycol ◽  
Ambient Pressure ◽  
Cross Coupling ◽  
Suzuki Coupling ◽  
Poly Ethylene Glycol ◽  
Arylboronic Acids ◽  
Aryl Iodides ◽  
Poly Ethylene

An efficient and ligandless nanocopper-catalyzed carbonylative cross-coupling of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol), has been developed.

Transition metal-free synthesis of α-aryl ketones via oxyallyl cation capture with arylboronic acids

2020 ◽  
Vol 7 (17) ◽  
pp. 2480-2485 ◽  
Author(s):  
Wei-Hua Huang ◽  
Gong-Bin Huang ◽  
Wen-Run Zhu ◽  
Jiang Weng ◽  
Gui Lu
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Arylboronic Acids ◽  
Aryl Ketones ◽  
Substrate Tolerance ◽  
Oxyallyl Cation

α-Arylated ketones were accessed via oxyallyl cation capture with arylboronic acids in good yields with broad substrate tolerance.

Recent Advances in Transition-Metal-Free Aryl C–B Bond Formation

Synthesis ◽  
2017 ◽  
Vol 49 (21) ◽  
pp. 4719-4730 ◽  
Author(s):  
Ge Meng ◽  
Pengfei Li ◽  
Kai Chen ◽  
Linghua Wang
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Bond Formation ◽  
Organometallic Reagents ◽  
Metal Free ◽  
Arylboronic Acids ◽  
Recent Advances ◽  
Conventional Methods

Arylboronic acids and their derivatives are widely used in organic synthesis. Conventional methods for their preparation require either reactive organometallic reagents or transition-metal-mediated processes. In recent years, transition-metal-free reactions for aryl C–B bond formation that obviate preformed organometallic reagents have gained interest and have developed rapidly. These new reactions have shown significant advantages for the preparation of functionalized molecules. In this review, an overview of the recent advances in transition-metal-free aromatic borylation reactions is provided.1 Introduction2 Transition-Metal-Free Transformations of CAr–N Bonds to CAr–B Bonds3 Transition-Metal-Free Transformations of CAr–X Bonds to CAr–B Bonds4 Transition-Metal-Free Transformations of CAr–H Bonds to CAr–B Bonds5 Conclusion

ChemInform Abstract: Transition-Metal-Free Cascade Reaction of α-Halo-N-tosylhydrazones, Indoles and Arylboronic Acids.

ChemInform ◽  
2016 ◽  
Vol 47 (32) ◽  
Author(s):  
Guojiao Wu ◽  
Yifan Deng ◽  
Haiqing Luo ◽  
Junliang Zhou ◽  
Tianjiao Li ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cascade Reaction ◽  
Metal Free ◽  
Arylboronic Acids
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