Direct cross-dehydrogenative coupling reactions of imidazopyridines and 1-naphthylamines with ethers under metal-free conditions

2020 ◽  
Vol 50 (13) ◽  
pp. 1972-1981
Author(s):  
Zhe Dong ◽  
Yu Liu ◽  
Chen-Wei Zhou ◽  
Jun-Jian Huang ◽  
Tao Guo ◽  
...  
Keyword(s):  
Coupling Reactions ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross

Transition-metal-free direct cross-dehydrogenative coupling reactions of quinolinones with ethers

2020 ◽  
Vol 61 (4) ◽  
pp. 151426
Author(s):  
Gang Wang ◽  
Jun-Tao Wang ◽  
Bing Zhao ◽  
Huan Chen ◽  
Pan-Ke Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reactions ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross

Metal-free iodine-catalyzed direct cross-dehydrogenative coupling (CDC) between pyrazoles and thiols

2016 ◽  
Vol 3 (11) ◽  
pp. 1457-1461 ◽  
Author(s):  
Daoshan Yang ◽  
Pengfei Sun ◽  
Wei Wei ◽  
Lingduan Meng ◽  
Lingchao He ◽  
...  
Keyword(s):  
Coupling Method ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross ◽  
Free Iodine

A green and efficient iodine-catalyzed cross-dehydrogenative C–S coupling method for the synthesis of C-4 sulfenylated pyrazoles has been initially developed under metal-free conditions.

Transition-Metal-Free Acylation of Quinolines and Isoquinolines with Arylmethanols via Oxidative Cross-Dehydrogenative Coupling Reactions

Synlett ◽  
2016 ◽  
Vol 27 (15) ◽  
pp. 2241-2245 ◽  
Author(s):  
Mehdi Adib ◽  
Rahim Pashazadeh ◽  
Saideh Rajai-Daryasarei ◽  
Roya Kabiri ◽  
Seyed Gohari
Keyword(s):  
Transition Metal ◽  
Coupling Reactions ◽  
Metal Free ◽  
Dehydrogenative Coupling

scholarly journals Diacetyl as a “traceless” visible light photosensitizer in metal-free cross-dehydrogenative coupling reactions

2019 ◽  
Vol 10 (19) ◽  
pp. 5018-5024 ◽  
Author(s):  
Chia-Yu Huang ◽  
Jianbin Li ◽  
Wenbo Liu ◽  
Chao-Jun Li
Keyword(s):  
Visible Light ◽  
Bioactive Compounds ◽  
Coupling Reactions ◽  
Metal Free ◽  
Dehydrogenative Coupling

Minisci alkylation is of prime importance for its applicability in functionalizing diverse heteroarenes, which are core structures in many bioactive compounds.

scholarly journals Iodine(III) promotes cross-dehydrogenative coupling of N-hydroxyphthalimide and unactivated C(sp3)–H bonds

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Fufang Wu ◽  
Xuanzhen Han ◽  
Xuejian Li ◽  
Xiaobao Shen ◽  
Chang Wang ◽  
...  
Keyword(s):  
Bond Activation ◽  
Coupling Reaction ◽  
Metal Catalyst ◽  
Coupling Reactions ◽  
Chemical Bonds ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Ether Oxygen

AbstractCross-dehydrogenative coupling reactions provide a method to construct new chemical bonds by direct C–H activation without any pre-functionalization. Compared to functionalization of a C–H bond α- to ether oxygen, α- to carbonyl, or at a benzylic position, functionalization of unactivated hydrocarbons is difficult and often requires high temperatures, a transition-metal catalyst, or a superstoichiometric quantity of volatile, toxic, and explosive tert-butylhydroperoxide. Here, a cross-dehydrogenative C–O coupling reaction of N-hydroxyphthalimide with unactivated alkanes, nitriles, ethers, and thioethers has been realized by using iodobenzene diacetate as the radical initiator. The current protocol enables efficient functionalization of unactivated hydrocarbons and nitriles through inert C(sp3)–H bond activation under mild reaction conditions. O-substituted NHPI derivatives are generated in good yields under metal-free conditions.

Transition-Metal-Free Synthetic Strategies for the Cross-Coupling Reactions in Water: A Green Approach

2020 ◽  
Vol 07 ◽  
Author(s):  
Tanmay Chatterjee ◽  
Nilanjana Mukherjee
Keyword(s):  
Transition Metal ◽  
Organic Solvents ◽  
Aqueous Media ◽  
Cross Coupling ◽  
Transition Metal Catalysts ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Organic Transformations ◽  
Green Approach ◽  
Dehydrogenative Coupling

Abstract: A natural driving force is always working behind the synthetic organic chemists towards the development of ‘green’ synthetic methodologies for the synthesis of useful classes of organic molecules having potential applications. The majority of the essential classes of organic transformations, including C-C and C-X (X = heteroatom) bond-forming crosscoupling reactions, cross dehydrogenative-coupling (CDC) mostly rely on the requirement of transition-metal catalysts and hazardous organic solvents. Hence, the scope in developing green synthetic strategies by avoiding the use of transitionmetal catalysts and hazardous organic solvents for those important and useful classes of organic transformations is very high. Hence, several attempts are made so far. Water being the most abundant, cheap, and green solvent in the world; numerous synthetic methods have been developed in an aqueous medium. In this review, the development of transitionmetal- free green synthetic strategies for various important classes of organic transformations such as C-C and C-X bondforming cross-coupling, cross dehydrogenative-coupling, and oxidative-coupling in an aqueous media is discussed.

Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

2018 ◽  
Vol 16 (33) ◽  
pp. 6017-6024 ◽  
Author(s):  
Bin Sun ◽  
Shi Yin ◽  
Xiaohui Zhuang ◽  
Can Jin ◽  
Weike Su
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Substituted Anilines ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Hydroxylamine Derivatives

We developed a novel metal-free method for the construction of C(sp2)–O bonds via oxidative cross-coupling reactions between various N-substituted anilines and hydroxylamine derivatives just using commercially available Selectfluor as an oxidant.

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