Amino-assisted synthesis of alkynylthioethers via a visible-light-induced C(sp)SII coupling between bromoalkynes and 2,2′-diaminodiaryldisulfides

2021 ◽  
Author(s):  
Ruyi Ye ◽  
Hongjie Ruan ◽  
Hailong Xu ◽  
Ziyang Li ◽  
Ling-Guo Meng ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Coupling Reaction

A straightforward synthesis of alkynylthioethers via an amino-assisted and visible-light-promoted coupling reaction of bromoalkynes with 2,2′-diaminodiphenyldisulfides is developed. The reaction can be accomplished in the absence of transition-metal, photocatalyst and...

scholarly journals Visible-Light-Induced Transition-Metal and Photosensitizer Free Decarbonylative Addition of Amino-Arylaldehydes to Ketones

2022 ◽  
Author(s):  
Yi Wang ◽  
Yatao Lang ◽  
Chao-Jun Li ◽  
Huiying Zeng
Keyword(s):  
High Temperature ◽  
Transition Metal ◽  
Visible Light ◽  
Coupling Reaction ◽  
Organometallic Complexes ◽  
Radical Intermediates

Decarbonylative-coupling reaction is generally promoted by transition-metal (via organometallic complexes) or peroxide (via radical intermediates), often at high temperature to facilitate the CO release. Herein, a visible-light-induced, transition-metal and external...

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

Piperazine as an Inexpensive and Efficient Ligand for Pd-Catalyzed Homocoupling Reactions to Synthesize Bipyridines and Their Analogues

2019 ◽  
Vol 16 (1) ◽  
pp. 173-180
Author(s):  
Mingwei Chen ◽  
Jinyu Hu ◽  
Xiaoli Tang ◽  
Qiming Zhu
Keyword(s):  
Transition Metal ◽  
Oxidation State ◽  
Coupling Reaction ◽  
Aryl Halides ◽  
Metal Species ◽  
Good Substrate ◽  
Active Metal ◽  
Homocoupling Reaction ◽  
Catalytic Cycles ◽  
Reductive Homocoupling

Aim and Objective: The synthesis of bipyridines, especially 2, 2’-bipyridines, remains challenging because the catalytic cycle can be inhibited due to coordination of bipyridine to transition metal. Thus, the development of efficient methods for the synthesis of bipyridines is highly desirable. In the present work, we presented a promising approach for preparation of bipyridines via a Pd-catalyzed reductive homocoupling reaction with simple piperazine as a ligand. Materials and Methods: Simple and inexpensive piperazine was used as a ligand for Pd-catalyzed homocoupling reaction. The combination of Pd(OAc)2 and piperazine in dimethylformamide (DMF) was observed to form an excellent catalyst and efficiently catalyzed the homocoupling of azaarenyl halides, in which DMF was used as the solvent without excess reductants although stoichiometric reductant was generally required to generate the low-oxidation-state active metal species in the catalytic cycles. </P><P> Results: In this case, good to excellent yields of bipyridines and their (hetero) aromatic analogues were obtained in the presence of 2.5 mol% of Pd(OAc)2 and 5 mol% of piperazine, using K3PO4 as a base in DMF at 140°C. Conclusion: According to the results, piperazine as an inexpensive and efficient ligand was used in the Pd(OAc)2-catalyzed homocoupling reaction of heteroaryl and aryl halides. The coupling reaction was operationally simple and displayed good substrate compatibility.

Highly chemoselective deoxygenation of N-heterocyclic N-oxides under transition metal-free conditions

2021 ◽  
Vol 19 (16) ◽  
pp. 3735-3742
Author(s):  
Se Hyun Kim ◽  
Ju Hyeon An ◽  
Jun Hee Lee
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Eosin Y ◽  
Metal Free ◽  
Simple Protocol

Here, we provide an operationally simple protocol for the highly chemoselective deoxygenation of various functionalized N-heterocyclic N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst.

Observation of Carbon–Carbon Coupling Reaction in Neutral Transition-Metal Carbonyls

2021 ◽  
Vol 12 (3) ◽  
pp. 1012-1017
Author(s):  
Chong Wang ◽  
Qinming Li ◽  
Xiangtao Kong ◽  
Huijun Zheng ◽  
Tiantong Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Metal Carbonyls ◽  
Transition Metal Carbonyls

Advances in Transition‐Metal Catalyzed Carbonylative Suzuki‐Miyaura Coupling Reaction: An Update

2021 ◽  
Author(s):  
Dhananjay Bhattacherjee ◽  
Matiur Rahman ◽  
Sumit Ghosh ◽  
Avik Kumar Bagdi ◽  
Grigory V. Zyryanov ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Visible-Light-Promoted Direct Amination of Phenols via Oxidative Cross-Dehydrogenative Coupling Reaction

2016 ◽  
Vol 18 (14) ◽  
pp. 3326-3329 ◽  
Author(s):  
Yating Zhao ◽  
Binbin Huang ◽  
Chao Yang ◽  
Wujiong Xia
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Direct Amination ◽  
Dehydrogenative Coupling
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