Enantioselective Reductive Homocoupling of Allylic Acetates Enabled by Dual Photoredox/Palladium Catalysis: Access to C2-Symmetrical 1,5-Dienes

2021 ◽  
Author(s):  
Hong-Hao Zhang ◽  
Menghan Tang ◽  
Jia-Jia Zhao ◽  
Changhua Song ◽  
Shouyun Yu
Keyword(s):  
Palladium Catalysis ◽  
Reductive Homocoupling

Asymmetric Aminoacetoxylation of Nonactivated Alkenes by Palladium Catalysis

Synfacts ◽  
2018 ◽  
Vol 14 (09) ◽  
pp. 0951
Keyword(s):  
Palladium Catalysis

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.

The Merger of CF3SO2Na and Palladium Catalysis to Enable Decarboxylative Cross-Coupling for the Synthesis of Aromatic Ketones under Room Temperature

2021 ◽  
Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aromatic Ketones ◽  
Aryl Ketones ◽  
Oxocarboxylic Acids

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...

Recent advance in NHC-palladium catalysis for alkynes chemistry: versatile synthesis and applications

2021 ◽  
Author(s):  
Jianxiao Li ◽  
Dan He ◽  
Zidong Lin ◽  
Wanqing Wu ◽  
Huanfeng Jiang
Keyword(s):  
Transition Metal ◽  
Palladium Catalysis ◽  
Metal Catalysts ◽  
Chemical Transformations ◽  
The Past ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

During the past decades, alkynes chemistry has attracted considerable attention owing to their unique and idiographic nucleophilic and electrophilic properties in transition-metal-catalyzed chemical transformations. Among the various metal catalysts, palladium...

Temporary (PO) directing group enabled carbazole ortho arylation via palladium catalysis

2021 ◽  
Vol 57 (16) ◽  
pp. 2021-2024
Author(s):  
Zhi-Chao Qi ◽  
Qin-Xin Lou ◽  
Yuan Niu ◽  
Shang-Dong Yang
Keyword(s):  
Palladium Catalysis ◽  
Palladium Catalyzed ◽  
Directing Group

An efficient palladium-catalyzed, temporary P(O) directing group assisted C–H bond arylation of carbazoles was achieved, accompanied by the directing group being self-shed spontaneously.

Intermolecular C–H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

Synthesis ◽  
2021 ◽  
Author(s):  
Zheng-Yang Gu ◽  
Yang Wu ◽  
Feng Jin ◽  
Bao Xiaoguang ◽  
Ji-Bao Xia
Keyword(s):  
Carbon Monoxide ◽  
Palladium Catalysis ◽  
Computational Studies ◽  
Organic Azides ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
And Control

An atom- and step-economic intermolecular multi-component palladium-catalyzed C–H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

Site-Selective Aerobic C–H Monoacylation of Carbazoles Using Palladium Catalysis

2020 ◽  
Author(s):  
Subhadip Maiti ◽  
Tirtha Mandal ◽  
Barada Prasanna Dash ◽  
Jyotirmayee Dash
Keyword(s):  
Palladium Catalysis ◽  
Site Selective

ChemInform Abstract: Ethanol-Promoted Reductive Homocoupling Reactions of Aryl Halides Catalyzed by Palladium on Carbon (Pd/C).

ChemInform ◽  
2010 ◽  
Vol 41 (38) ◽  
pp. no-no
Author(s):  
Linjun Shao ◽  
Yijun Du ◽  
Minfeng Zeng ◽  
Xiudong Li ◽  
Wenting Shen ◽  
...  
Keyword(s):  
Aryl Halides ◽  
Palladium On Carbon ◽  
Reductive Homocoupling

A Remarkably Efficient Synthesis of Purecis-Stilbenoid Hydrocarbons Usingtrans-Dibromoalkenes via Palladium Catalysis

2002 ◽  
Vol 124 (50) ◽  
pp. 14832-14833 ◽  
Author(s):  
Rajendra Rathore ◽  
Mihaela I. Deselnicu ◽  
Carrie L. Burns
Keyword(s):  
Palladium Catalysis ◽  
Efficient Synthesis

ChemInform Abstract: Palladium-Catalyzed Reductive Homocoupling of N′-Tosyl Arylhydrazines.

ChemInform ◽  
2014 ◽  
Vol 45 (15) ◽  
pp. no-no
Author(s):  
Jin-Biao Liu ◽  
Lin Nie ◽  
Hui Yan ◽  
Li-Hua Jiang ◽  
Jiang Weng ◽  
...  
Keyword(s):  
Palladium Catalyzed ◽  
Reductive Homocoupling
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