- Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone
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A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp2)-C(sp2) bond formation through selective C(sp2)-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.
- Miao, Wenjun,Ni, Chuanfa,Xiao, Pan,Jia, Rulong,Zhang, Wei,Hu, Jinbo
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supporting information
p. 711 - 715
(2021/01/26)
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- Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes
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Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.
- Cheng, Hanchao,Lam, Tsz-Lung,Liu, Yungen,Tang, Zhou,Che, Chi-Ming
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supporting information
p. 1383 - 1389
(2020/11/30)
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- Access to Branched Allylarenes via Rhodium(III)-Catalyzed C-H Allylation of (Hetero)arenes with 2-Methylidenetrimethylene Carbonate
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A rhodium(III)-catalyzed C-H allylation of (hetero)arenes by using 2-methylidenetrimethylene carbonate as an efficient allylic source has been developed for the first time. Five different directing groups including oxime, N-nitroso, purine, pyridine, and pyrimidine were compatible, delivering various branched allylarenes bearing an allylic hydroxyl group in moderate to excellent yields.
- Zhang, Shang-Shi,Zheng, Yi-Chuan,Zhang, Zi-Wu,Chen, Shao-Yong,Xie, Hui,Shu, Bing,Song, Jia-Lin,Liu, Yan-Zhi,Zeng, Yao-Fu,Zhang, Luyong
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supporting information
p. 5719 - 5723
(2021/08/16)
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- 4-SUBSTITUTED-2-THIAZOLE AMIDES AS ANTIVIRAL AGENTS
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The present disclosure is concerned with benzoannulene compounds that are capable of inhibiting a viral infection and methods of treating viral infections such as, for example, chikungunya, Venezuelan equine encephalitis, Eastern equine encephalitis, West
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- Mild, Selective Ru-Catalyzed Deuteration Using D2O as a Deuterium Source
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A method for the selective deuteration of polyfunctional organic molecules using catalytic amounts of [RuCl2(PPh3)3] and D2O as a deuterium source is presented. Through variation of additives like CuI, KOH, and various amounts of zinc powder, orthogonal chemoselectivities in the deuteration process are observed. Mechanistic investigation indicates the presence of different, defined Ru-complexes under the given specific conditions.
- Eisele, Pascal,Ullwer, Franziska,Scholz, Sven,Plietker, Bernd
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supporting information
p. 16550 - 16554
(2019/12/11)
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- Enabling Catalytic Arene C-H Amidomethylation via Bis(tosylamido)methane as a Sustainable Formaldimine Releaser
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Addition of catalytic arene C-H to formaldimines has been enabled by Ru(II)-catalyzed amidomethylation with bis(tosylamido)methane as a catalytic formaldimine releaser. The new process provides an atom-efficient and sustainable solution to address the challenges of formaldimines in this type of transformation. Furthermore, new synthetic routes based on this catalytic system have been developed for step-efficient access to N-heterotricyclic core structures that are pharmaceutically relevant.
- Li, Zhong-Yuan,Chaminda Lakmal, Hetti Handi,Cui, Xin
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supporting information
p. 3735 - 3740
(2019/05/24)
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- Cobalt-catalyzed C-H cyanation of (Hetero)arenes and 6-Arylpurines with N -cyanosuccinimide as a new cyanating agent
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A cobalt-catalyzed C-H cyanation reaction of arenes has been developed using N-cyanosuccinimide as a new electrophilic cyanating agent. The reaction proceeds with high selectivity to afford monocyanated products with excellent functional group tolerance. Substrate scope was found to be broad enough to include a wide range of heterocycles including 6-arylpurines.
- Pawar, Amit B.,Chang, Sukbok
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supporting information
p. 660 - 663
(2015/03/04)
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- Arylation of 2-substituted pyridines via Pd-catalyzed decarboxylative cross-coupling reactions of 2-picolinic acid
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The novel palladium-catalyzed decarboxylative cross-coupling reactions of 2-picolinic acid with aryl and heteroaryl bromides including benzenes, naphthalenes, pyridines and quinolines for C-C bond formation have been successfully achieved. This journal is
- Li, Xinjian,Zou, Dapeng,Leng, Faqiang,Sun, Chunxia,Li, Jingya,Wu, Yangjie,Wu, Yusheng
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supporting information
p. 312 - 314
(2013/02/22)
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- Robust phosphorescent platinum(II) complexes containing tetradentate O^N^C^N ligands: Excimeric excited state and application in organic white-light-emitting diodes
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The bright white lights: A series of highly robust platinum(II) complexes supported by tetradentate O N C N ligands with high emission quantum yields (0.72-0.93) and high Td (>400 °C) have been synthesized. Among the complexes, that shown in th
- C. F. Kui, Steven,Chow, Pui Keong,Tong, Glenna So Ming,Lai, Shiu-Lun,Cheng, Gang,Kwok, Chi-Chung,Low, Kam-Hung,Ko, Man Ying,Che, Chi-Ming
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supporting information
p. 69 - 73
(2013/02/25)
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- Robust phosphorescent platinum(ii) complexes with tetradentate O ∧N∧C∧N ligands: High efficiency OLEDs with excellent efficiency stability
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The Pt(ii) complexes (1-3) bearing tetradentate O∧N ∧C∧N ligands display high emission quantum yields (0.76-0.90) and good thermal stability (Td > 400 °C). Complex 3 is an excellent green phosphorescence dopant for OLEDs with excellent efficiency and low efficiency roll-off (ηL, η Ext(max) = 66.7 cd A-1, 18.2%; ηL, ηExt (1000 cd m-2) = 65.1 cd A-1, 17.7%). The Royal Society of Chemistry 2013.
- Kui, Steven C. F.,Chow, Pui Keong,Cheng, Gang,Kwok, Chi-Chung,Kwong, Chun Lam,Low, Kam-Hung,Che, Chi-Ming
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supporting information
p. 1497 - 1499
(2013/03/14)
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- Rhodium-catalyzed intermolecular amidation of arenes with sulfonyl azides via chelation-assisted C-H bond activation
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We report the direct amidation of arene C-H bonds using sulfonyl azides as the amino source to release N2 as the single byproduct. The reaction is catalyzed by a cationic rhodium complex under external oxidant-free conditions in the atmospheric environment. A broad range of chelate group-containing arenes are selectively amidated with excellent functional group tolerance, thus opening a new avenue to practical intermolecular C-N bond formation.
- Kim, Ji Young,Park, Sae Hume,Ryu, Jaeyune,Cho, Seung Hwan,Kim, Seok Hwan,Chang, Sukbok
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supporting information; experimental part
p. 9110 - 9113
(2012/07/14)
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- Palladium(0)-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides
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A general method for the Hiyama coupling reaction between aryl halides and 2-trimethylsilylpyridine has been developed. These conditions have been successfully applied to the synthesis of bis-heteroaryl systems, a key disconnection for the pharmaceutical industry in the synthesis of drug-like molecules.
- Blakemore, David C.,Marples, Louise A.
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supporting information; experimental part
p. 4192 - 4195
(2011/09/19)
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- Palladium-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides
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Palladium-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides in the presence of stoichiometric silver(I) oxide, and catalytic TBAF allows the rapid preparation of the corresponding pyridin-2-ylaryl compounds in moderate to good yields
- Napier, Spencer,Marcuccio, Sebastian M.,Tye, Heather,Whittaker, Mark
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body text
p. 6314 - 6315
(2009/04/06)
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- Regioselectivity in palladium-catalyzed C-H activation/oxygenation reactions
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(Chemical Equation Presented) Palladium-catalyzed directed C-H activation/oxygenation reactions have been explored in a series of meta-substituted aryl pyridine and aryl amide derivatives. These transformations tolerate a diverse array of electron-donatin
- Kalyani, Dipannita,Sanford, Melanie S.
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p. 4149 - 4152
(2007/10/03)
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- Kinetic resolution of 1-biaryl- and 1-(pyridylphenyl)alkan-1-ols catalysed by the lipase b from Candida antarctica
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Lipase B from Candida antarctica (CAL-B) catalyses the highly enantioselective (E > 200) transesterification of some 1-biaryl-2-yl-, -3-yl-, and -4-yl-ethanols and -propan-1-ols, as well as 1-(o-, m-, and p-pyridylphenyl)ethanols, 6, with vinyl acetate, Kazlauskas' rule being obeyed in all cases, meta and para-Substituted substrates were transformed within several hours (conversion degree ranging from 23-50%), reaction rates for propan-1-ol derivatives being slower than those for ethanol derivatives. Transesterifications of ortho-substituted alcohols took several days and were accompanied by a chemoenzymatic side reaction: the formation of another acetate derived from the hemiacetal between 6 and acetaldehyde coming from vinyl acetate. This side reaction was suppressed in the presence of isopropenyl acetate as acyl donor, conversion degrees for transesterification ranging from 20-40% after ten days (E > 200). The usefulness of (R)-6p as ligand in the asymmetric addition of diethylzinc to benzaldehyde was also demonstrated.
- Kourist, Robert,Gonzalez-Sabin, Javier,Liz, Ramon,Rebolledo, Francisca
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p. 695 - 702
(2007/10/03)
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