Discovery and Mechanistic Studies of a General Air-Promoted Metal-Catalyzed AerobicN-Alkylation Reaction of Amides and Amines with Alcohols

2011 ◽  
Vol 76 (14) ◽  
pp. 5759-5773 ◽  
Author(s):  
Chuanzhi Liu ◽  
Shiheng Liao ◽  
Qiang Li ◽  
Sunlin Feng ◽  
Qing Sun ◽  
...  
Keyword(s):  
Alkylation Reaction ◽  
Mechanistic Studies ◽  
Metal Catalyzed

ChemInform Abstract: Discovery and Mechanistic Studies of a General Air-Promoted Metal-Catalyzed Aerobic N-Alkylation Reaction of Amides and Amines with Alcohols.

ChemInform ◽  
2011 ◽  
Vol 42 (48) ◽  
pp. no-no
Author(s):  
Chuanzhi Liu ◽  
Shiheng Liao ◽  
Qiang Li ◽  
Sunlin Feng ◽  
Xiaochun Yu ◽  
...  
Keyword(s):  
Alkylation Reaction ◽  
Mechanistic Studies ◽  
Metal Catalyzed

scholarly journals Pd-Catalyzed Cross-Electrophile Coupling/C–H Alkylation Reaction Enabled by a Mediator Generated via C(sp3)–H Activation

2021 ◽  
Author(s):  
Zhuo Wu ◽  
Hang Jiang ◽  
Yanghui Zhang
Keyword(s):  
Transition Metal ◽  
Alkyl Group ◽  
Alkylation Reaction ◽  
Aromatic Rings ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Alkylation Reactions

Transition-metal-catalyzed cross-electrophile C(sp2)–(sp3) coupling and C–H alkylation reactions represent two efficient methods for the incorpration of an alkyl group into aromatic rings. Herein, we report a Pd-catalyzed cascade cross-electrophile coupling...

scholarly journals Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates

Science ◽  
2018 ◽  
Vol 362 (6416) ◽  
pp. 799-804 ◽  
Author(s):  
Michael C. Hilton ◽  
Xuan Zhang ◽  
Benjamin T. Boyle ◽  
Juan V. Alegre-Requena ◽  
Robert S. Paton ◽  
...  
Keyword(s):  
Cross Coupling ◽  
The Other ◽  
Coupling Reactions ◽  
Mechanistic Studies ◽  
Alternative Approach ◽  
Metal Catalyzed ◽  
Polar Functional Groups ◽  
Pharmacological Function ◽  
Complex Drug ◽  
Acidic Alcohol

Heterobiaryls composed of pyridine and diazine rings are key components of pharmaceuticals and are often central to pharmacological function. We present an alternative approach to metal-catalyzed cross-coupling to make heterobiaryls using contractive phosphorus C–C couplings, also termed phosphorus ligand coupling reactions. The process starts by regioselective phosphorus substitution of the C–H bonds para to nitrogen in two successive heterocycles; ligand coupling is then triggered via acidic alcohol solutions to form the heterobiaryl bond. Mechanistic studies imply that ligand coupling is an asynchronous process involving migration of one heterocycle to the ipso position of the other around a central pentacoordinate P(V) atom. The strategy can be applied to complex drug-like molecules containing multiple reactive sites and polar functional groups, and also enables convergent coupling of drug fragments and late-stage heteroarylation of pharmaceuticals.

scholarly journals Weinreb Amides as Directing Groups for Transition Metal-Catalyzed C-H Functionalizations

Molecules ◽  
2019 ◽  
Vol 24 (5) ◽  
pp. 830 ◽  
Author(s):  
Jagadeesh Kalepu ◽  
Lukasz Pilarski
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Metal Catalysts ◽  
Mechanistic Studies ◽  
Weinreb Amides ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Weinreb amides are a privileged, multi-functional group with well-established utility in classical synthesis. Recently, several studies have demonstrated the use of Weinreb amides as interesting substrates in transition metal-catalyzed C-H functionalization reactions. Herein, we review this part of the literature, including the metal catalysts, transformations explored so far and specific insights from mechanistic studies.

scholarly journals Manganese-Catalyzed Ammonia Oxidation into Dinitrogen

2020 ◽  
Author(s):  
Hiroki Toda ◽  
Kazunari Nakajima ◽  
Ken Sakata ◽  
Yoshiaki Nishibayashi
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Density Functional ◽  
Ammonia Oxidation ◽  
Nucleophilic Attack ◽  
Mechanistic Studies ◽  
Oxidative Conversion ◽  
Functional Theory ◽  
Metal Catalyzed ◽  
Nitrogen Bond

Base metal-catalyzed oxidative conversion of ammonia into dinitrogen is a promising process to utilize ammonia as an energy carrier. In this study, we report the manganese-catalyzed ammonia oxidation under chemical and electrochemical conditions. Mechanistic studies including density functional theory (DFT) calculations suggest that a nucleophilic attack of ammonia on manganese nitrogenous complexes occurs to form a nitrogen–nitrogen bond leading to dinitrogen.<br>

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