Metal-free electrochemical synthesis of α-ketoamides via decarboxylative coupling of α-keto acids with isocyanides and water

2021 ◽  
Author(s):  
Feng Zhao ◽  
Na Meng ◽  
Ting Sun ◽  
Jiangwei Wen ◽  
Xiaohui Zhao ◽  
...  
Keyword(s):  
Electrochemical Synthesis ◽  
Coupling Reaction ◽  
Environmentally Benign ◽  
Metal Free ◽  
Keto Acids ◽  
Decarboxylative Coupling

A mild and environmentally benign electrochemical strategy has been developed for the synthesis of α-ketoamides via a decarboxylative coupling reaction of α-keto acids with isocyanides and water. The present reaction...

Electrochemical synthesis of enaminones via a decarboxylative coupling reaction

2019 ◽  
Vol 21 (14) ◽  
pp. 3796-3801 ◽  
Author(s):  
Xianqiang Kong ◽  
Yulong Liu ◽  
Long Lin ◽  
Qianjin Chen ◽  
Bo Xu
Keyword(s):  
Electrochemical Synthesis ◽  
Coupling Reaction ◽  
Metal Free ◽  
Redox Catalyst ◽  
Decarboxylative Coupling

Metal-free and oxidant-free n-Bu4NI as a redox catalyst and electrolyte.

scholarly journals Mechanistic studies on the metal-free decarboxylative coupling reaction for synthesis of propargylamines by NMR

ARKIVOC ◽  
2016 ◽  
Vol 2016 (5) ◽  
pp. 1-12
Author(s):  
Yongjun Lee ◽  
Kyungho Park ◽  
Han-Sung Kim ◽  
Jimin Kim ◽  
Young Ju Lee ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Decarboxylative Coupling

The C–OH/P–H dehydrative cross-coupling for the construction of the P–C bond under metal-free conditions

2017 ◽  
Vol 19 (9) ◽  
pp. 2135-2139 ◽  
Author(s):  
Peizhong Xie ◽  
Jinyu Wang ◽  
Jing Fan ◽  
Yanan Liu ◽  
Xiangyang Wo ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Environmentally Benign ◽  
Metal Free ◽  
Cross Coupling Reaction

Herein, we report an atom-economical and environmentally benign approach for P–C bond construction via C–OH/P–H dehydrative cross-coupling reaction.

Transition-metal free direct C–H functionalization of quinoxalin-2(1H)-ones with oxamic acids leading to 3-carbamoyl quinoxalin-2(1H)-ones

2020 ◽  
Vol 7 (2) ◽  
pp. 273-285 ◽  
Author(s):  
Jin-Wei Yuan ◽  
Jun-Liang Zhu ◽  
Hu-Lin Zhu ◽  
Fang Peng ◽  
Liang-Yu Yang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Metal Free ◽  
Mild Conditions ◽  
Decarboxylative Coupling

A practical transition-metal free decarboxylative coupling reaction of oxamic acids with quinoxalin-2(1H)-ones has been developed under mild conditions.

An oxidative cross-coupling reaction of 4-hydroxydithiocoumarin and amines/thiols using a combination of I2 and TBHP: access to lead molecules for biomedical applications

2018 ◽  
Vol 54 (12) ◽  
pp. 1513-1516 ◽  
Author(s):  
Karuna Mahato ◽  
Neha Arora ◽  
Prasanta Ray Bagdi ◽  
Radhakrishna Gattu ◽  
Siddhartha Sankar Ghosh ◽  
...  
Keyword(s):  
Biomedical Applications ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Metal Free ◽  
Cross Coupling Reaction

Environmentally benign mild reaction conditions for the construction of new S–N/S–C/S–S bonds under metal free conditions.

Transition-Metal-Free С–С Coupling of 5,7-Dihydroxybenzopyrones with Quinoxalones and Pteridinones

Synthesis ◽  
2018 ◽  
Vol 50 (12) ◽  
pp. 2423-2431 ◽  
Author(s):  
Igor Khalymbadzha ◽  
Ramil Fatykhov ◽  
Oleg Chupakhin ◽  
Valery Charushin ◽  
Tatiana Tseitler ◽  
...  
Keyword(s):  
Transition Metal ◽  
Nucleophilic Substitution ◽  
Coupling Reaction ◽  
Environmentally Benign ◽  
Pyrazine Ring ◽  
Metal Free ◽  
Mild Conditions ◽  
Hybrid Compounds ◽  
Direct Incorporation

A new synthetic protocol for nucleophilic substitution of hydrogen­ in quinoxalones and pteridinones by the action of 5,7-di­hydroxycoumarins and related m-dihydroxybenzene compounds has been developed. The C–C coupling reaction proved to proceed smoothly under rather mild conditions, thus giving the corresponding C–H functionalized products in good yields. The advantages of this environmentally benign protocol are high regio- and chemoselectivity, and an easy workup procedure. Direct incorporation of the coumarin moiety into the pyrazine ring in pteridines or quinoxalines provides a short pathway to pyrazine-coumarin hybrid compounds.

scholarly journals Metal‐free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO2 and Amines

2020 ◽  
Author(s):  
Stephan P. Blum ◽  
Tarik Karakaya ◽  
Dieter Schollmeyer ◽  
Siegfried R Waldvogel ◽  
Artis Klapars
Keyword(s):  
Electrochemical Synthesis ◽  
Metal Free

scholarly journals Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Peng-Ying Jiang ◽  
Kai-Fang Fan ◽  
Shaoyu Li ◽  
Shao-Hua Xiang ◽  
Bin Tan
Keyword(s):  
Asymmetric Catalysis ◽  
Kinetic Resolution ◽  
Academic Research ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Industrial Applications ◽  
Lewis Base ◽  
Production Costs ◽  
Metal Free ◽  
Base Catalysts

AbstractAs an important platform molecule, atropisomeric QUINOL plays a crucial role in the development of chiral ligands and catalysts in asymmetric catalysis. However, efficient approaches towards QUINOL remain scarce, and the resulting high production costs greatly impede the related academic research as well as downstream industrial applications. Here we report a direct oxidative cross-coupling reaction between isoquinolines and 2-naphthols, providing a straightforward and scalable route to acquire the privileged QUINOL scaffolds in a metal-free manner. Moreover, a NHC-catalyzed kinetic resolution of QUINOL N-oxides with high selectivity factor is established to access two types of promising axially chiral Lewis base catalysts in optically pure forms. The utility of this methodology is further illustrated by facile transformations of the products into QUINAP, an iconic ligand in asymmetric catalysis.

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