scholarly journals Regioselective B(3,4)–H arylation of o-carboranes by weak amide coordination at room temperature

2020 ◽  
Vol 11 (39) ◽  
pp. 10764-10769 ◽  
Author(s):  
Yu-Feng Liang ◽  
Long Yang ◽  
Becky Bongsuiru Jei ◽  
Rositha Kuniyil ◽  
Lutz Ackermann
Keyword(s):  
Room Temperature ◽  
Palladium Catalysis ◽  
Weakly Coordinating ◽  
Site Selective

B–H: site-selective B(3,4)–H arylations were accomplished at room temperature by versatile palladium catalysis enabled by weakly coordinating amides.

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,...

scholarly journals Organophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yanjun Li ◽  
Ziqi Ye ◽  
Yu-Mei Lin ◽  
Yan Liu ◽  
Yumeng Zhang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Sodium Formate ◽  
Bioactive Molecules ◽  
Co Catalyst ◽  
Aryl Chlorides ◽  
Aryl Amine ◽  
Drug Molecules ◽  
Photocatalytic System ◽  
Site Selective ◽  
Environmentally Friendly Method

AbstractDevelopment of practical deuteration reactions is highly valuable for organic synthesis, analytic chemistry and pharmaceutic chemistry. Deuterodehalogenation of organic chlorides tends to be an attractive strategy but remains a challenging task. We here develop a photocatalytic system consisting of an aryl-amine photocatalyst and a disulfide co-catalyst in the presence of sodium formate as an electron and hydrogen donor. Accordingly, many aryl chlorides, alkyl chlorides, and other halides are converted to deuterated products at room temperature in air (>90 examples, up to 99% D-incorporation). The mechanistic studies reveal that the aryl amine serves as reducing photoredox catalyst to initiate cleavage of the C-Cl bond, at the same time as energy transfer catalyst to induce homolysis of the disulfide for consequent deuterium transfer process. This economic and environmentally-friendly method can be used for site-selective D-labeling of a number of bioactive molecules and direct H/D exchange of some drug molecules.

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

scholarly journals Site-selective remote C(sp3)–H heteroarylation of amides via organic photoredox catalysis

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Hui Chen ◽  
Wenjing Fan ◽  
Xiang-Ai Yuan ◽  
Shouyun Yu
Keyword(s):  
Hydrogen Atom ◽  
Room Temperature ◽  
Ph Value ◽  
Metal Free ◽  
Selective Functionalization ◽  
Site Selectivity ◽  
Hydrogen Atom Transfers ◽  
Site Selective ◽  
Neutral Conditions ◽  
Potential Complement

Abstract Radical translocation processes triggered by nitrogen-centered radicals (NCRs), such as 1,5-hydrogen atom transfers (1,5-HAT), demonstrated by the well-established Hofmann-Löffler-Freytag (HLF) reaction, provide an attractive approach for the controllable and selective functionalization of remote inert C(sp3)–H bonds. Here we report an amidyl radical-triggered site-selective remote C(sp3)–H heteroarylation of amides under organic photoredox conditions. This approach provides a mild and highly regioselective reaction affording remote C(sp3)–H heteroarylated amides at room temperature under transition-metal free, weakly basic, and redox-neutral conditions. Non-prefunctionalized heteroarenes, such as purines, thiazolopyridines, benzoxazole, benzothiazoles, benzothiophene, benzofuran, thiazoles and quinoxalines, can be alkylated directly. Sequential and orthogonal C–H functionalization of different heteroarenes by taking advantage pH value or polarity of radicals has also been achieved. DFT calculations explain and can predict the site-selectivity and reactivity of this reaction. This strategy expands the scope of the Minisci reaction and serves as its alternative and potential complement.

scholarly journals Room-Temperature Gold-Catalysed Arylation of Heteroarenes: Complementarity to Palladium Catalysis

2016 ◽  
Vol 22 (36) ◽  
pp. 12641-12645 ◽  
Author(s):  
Alexander J. Cresswell ◽  
Guy C. Lloyd-Jones
Keyword(s):  
Room Temperature ◽  
Palladium Catalysis

scholarly journals External oxidant-compatible phosphorus(III)-directed site-selective C–H carbonylation

2020 ◽  
Vol 6 (51) ◽  
pp. eabd1378
Author(s):  
Ben Dong ◽  
Jiasheng Qian ◽  
Mingjie Li ◽  
Zheng-Jun Wang ◽  
Minyan Wang ◽  
...  
Keyword(s):  
Palladium Catalysis ◽  
High Reactivity ◽  
X Ray ◽  
Compatible System ◽  
Directing Group ◽  
Positional Selectivity ◽  
Site Selective ◽  
Selection Of

The first development of an external oxidant-compatible system involving a phosphorus(III)-directed C–H functionalization has been uncovered. An efficient C–H esterification of indoles with CO and alcohols has been reported in which the high reactivity and the exclusive C7-selectivity derives from the selection of a P(III)–directing group and the utilization of benzoquinone as an external oxidant with palladium catalysis. This strategy shows many advantages, involving an easily accessible and removable directing group, the use of cheap carbonylation sources, a broad substrate scope, and excellent positional selectivity. Two cyclopalladated intermediates were confirmed by x-ray analysis, uncovering key mechanistic features of this P(III)-directed C–H metalation event.

Site-Selective Growth of Patterned Silver Grid Networks as Flexible Transparent Conductive Film by Using Poly(dopamine) at Room Temperature

2014 ◽  
Vol 6 (3) ◽  
pp. 1447-1453 ◽  
Author(s):  
Yunxia Jin ◽  
Yuanrong Cheng ◽  
Dunying Deng ◽  
Chengjie Jiang ◽  
Tianke Qi ◽  
...  
Keyword(s):  
Room Temperature ◽  
Selective Growth ◽  
Transparent Conductive Film ◽  
Grid Networks ◽  
Conductive Film ◽  
Site Selective

Copper catalyzed N-formylation of α-silyl-substituted tertiary N-alkylamines by air

2020 ◽  
Vol 22 (16) ◽  
pp. 5296-5302
Author(s):  
Yichao Zhao ◽  
Lachlan David Bruce ◽  
Jianwen Jin ◽  
Bo Xia ◽  
Philip Wai Hong Chan
Keyword(s):  
Room Temperature ◽  
Synthetic Method ◽  
A Site ◽  
Site Selective ◽  
Catalyzed Oxidation

A site-selective synthetic method to prepare N-formyl amines efficiently from copper(i)-catalyzed oxidation of α-silylamines by air at room temperature is presented.

An Expedient Variant of Heck Reaction of Alkenyl Nonaflates: Homogeneous Ligand-Free Palladium Catalysis at Room Temperature

2007 ◽  
Vol 349 (7) ◽  
pp. 1019-1024 ◽  
Author(s):  
Michael A. K. Vogel ◽  
Christian B. W. Stark ◽  
Ilya M. Lyapkalo
Keyword(s):  
Heck Reaction ◽  
Room Temperature ◽  
Palladium Catalysis ◽  
Ligand Free

ChemInform Abstract: Site-Selective Modification of Peptides Using Rhodium and Palladium Catalysis: Complementary Electrophilic and Nucleophilic Arylation.

ChemInform ◽  
2008 ◽  
Vol 39 (7) ◽  
Author(s):  
Christopher J. Chapman ◽  
Ai Matsuno ◽  
Christopher G. Frost ◽  
Michael C. Willis
Keyword(s):  
Palladium Catalysis ◽  
Site Selective
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