- Insights for diastereoselective synthesis of cyclic α-sulfinyl and sulfanyl oximes
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The comparison in several reaction conditions for synthesis of nonracemic α-methylsulfinylation of 3,4-dihydronaphthalen-1(2H)-one was achieved. The sulfanylation reactions of 3,4-dihydronaphthalen-1(2H)-one-O-methyloxime and 2-(methylsulfinyl)-3,4-dihydronaphthalen-1(2H)-one-O-methyloxime by homogenous reaction medium are reported. The products were obtained in good yields and de. The yields, diastereoselectivity and theoretical calculations to all obtained compounds to support the experimental data are compared and discussed.
- Honorato, Gislaine Aparecida,de Lima, Ricardo Vieira,Manda, Bhaskar Reddy,Paiva, Derisvaldo Rosa,Pimentel, Tairine,da Silva Gomes, Roberto
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Read Online
- 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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- Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis
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This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.
- Paul, Amrita,Shah, Sk. Sheriff,Shee, Maniklal,Singh, Amit Kumar,Singh, N. D. Pradeep
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p. 3426 - 3439
(2020/03/23)
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- Nitrate promoted mild and versatile Pd-catalysed C(sp2)-H oxidation with carboxylic acids
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A nitrate-promoted Pd-catalysed mild cross-dehydrogenative C(sp2)-H bond oxidation of oximes or azobenzenes with diverse carboxylic acids has been developed. In contrast to the previous catalytic systems, this protocol features mild conditions (close to room temperature for most cases) and a broad substrate scope (up to 64 examples), thus constituting a versatile method to directly prepare diverse O-aryl esters. Moreover, the superiority of the nitrate additive in this mild transformation was further determined by experimental and computational evidence.
- Hao, Hong-Yan,He, Yu-Ting,Lou, Shao-Jie,Luo, Gen,Mao, Yang-Jie,Xiong, Xue,Xu, Dan-Qian,Xu, Zhen-Yuan
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supporting information
p. 6732 - 6737
(2020/09/21)
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- Rh(III)-Catalyzed Direct Amination of Aromatic Ketoximes Enabled by Potassium Acetate
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A method to achieve rhodium(III)-catalyzed, potassium acetate enabled intermolecular C–H amination of ketoximes using various benzenesulfonamide, especially 4-nitrobenzenesulfonamide is reported. Various aryl ketoximes substituted with electron-withdrawin
- Liu, Lingling,Wang, Ning,Dai, Chenyang,Han, Yi,Yang, Shan,Huang, Zhibin,Zhao, Yingsheng
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p. 7857 - 7863
(2019/12/12)
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- NHPI and palladium cocatalyzed aerobic oxidative acylation of arenes through a radical process
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The NHPI and palladium cocatalyzed radical oxidative acylation of arenes with aldehydes and alcohols as acyl equivalents via selective C-H functionalization has been described. Molecular oxygen, the most environmentally friendly oxidant, was used as the terminal oxidant in this catalytic cycle.
- Liang, Yu-Feng,Wang, Xiaoyang,Tang, Conghui,Shen, Tao,Liu, Jianzhong,Jiao, Ning
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supporting information
p. 1416 - 1419
(2016/01/25)
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- CYCLIC COMPOUNDS
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The present invention provides compounds having a Toll-like receptor 4 (TLR4) signaling inhibitory action useful as preventive and therapeutic drugs of inflammatory disease and/or central nervous system disease or diseases such as chemotherapy-induced peripheral neuropathy (CIPN), chemotherapy-induced neuropathic pain (CINP), liver injury, ischemia-reperfusion injury (IRI) and the like. The present invention relates to a compound represented by formula (I) and a salt thereof: (wherein, each symbol is explained in greater detail in the specification).
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Paragraph 0808; 0809; 0810
(2016/11/24)
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- Mechanistic studies of copper(I)-catalyzed 1,3-halogen migration
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An ongoing challenge in modern catalysis is to identify and understand new modes of reactivity promoted by earth-abundant and inexpensive first-row transition metals. Herein, we report a mechanistic study of an unusual copper(I)-catalyzed 1,3-migration of 2-bromostyrenes that reincorporates the bromine activating group into the final product with concomitant borylation of the aryl halide bond. A combination of experimental and computational studies indicated this reaction does not involve any oxidation state changes at copper; rather, migration occurs through a series of formal sigmatropic shifts. Insight provided from these studies will be used to expand the utility of aryl copper species in synthesis and develop new ligands for enantioselective copper-catalyzed halogenation.
- Van Hoveln, Ryan,Hudson, Brandi M.,Wedler, Henry B.,Bates, Desiree M.,Le Gros, Gabriel,Tantillo, Dean J.,Schomaker, Jennifer M.
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supporting information
p. 5346 - 5354
(2015/05/13)
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- Rhodium-catalyzed directed C-H cyanation of arenes with N-cyano-N-phenyl-p-toluenesulfonamide
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A Rh-catalyzed directed C-H cyanation reaction was developed for the first time as a practical method for the synthesis of aromatic nitriles. N-Cyano-N-phenyl-p-toluenesulfonamide, a user-friendly cyanation reagent, was used in the transformation. Many different directing groups can be used in this C-H cyanation process, and the reaction tolerates a variety of synthetically important functional groups.
- Gong, Tian-Jun,Xiao, Bin,Cheng, Wan-Min,Su, Wei,Xu, Jun,Liu, Zhao-Jing,Liu, Lei,Fu, Yao
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supporting information
p. 10630 - 10633
(2013/08/23)
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- Room-temperature C-H arylation: Merger of Pd-catalyzed C-H functionalization and visible-light photocatalysis
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This communication describes the development of a room-temperature ligand-directed C-H arylation reaction using aryldiazonium salts. This was achieved by the successful merger of palladium-catalyzed C-H functionalization and visible-light photoredox catalysis. The new method is general for a variety of directing groups and tolerates many common functional groups.
- Kalyani, Dipannita,McMurtrey, Kate B.,Neufeldt, Sharon R.,Sanford, Melanie S.
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supporting information; body text
p. 18566 - 18569
(2012/01/13)
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- Rh(III)-catalyzed oxidative coupling of unactivated alkenes via C-H activation
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Oxime directed aromatic C-H bond activation and oxidative coupling to alkenes is reported using a cationic Rh(III) catalyst. Significantly, the method can be used to oxidatively couple unactivated, aliphatic alkenes.
- Tsai, Andy S.,Brasse, Mikael,Bergman, Robert G.,Ellman, Jonathan A.
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supporting information; experimental part
p. 540 - 542
(2011/03/23)
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- Direct sequential C-O and C-C formation via double sp2 C-H bond activations to construct 6H-benzo[c]chromen-6-ones
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A new method for the direct ortho acyloxylation of sp2 C-H bond with various carboxylic acids was developed. A novel strategy to synthesize 6H-benzo[c]chromen-6-one derivatives was designed via Pd-catalyzed double activations of adjacent spsup
- Sun, Chang-Liang,Liu, Jia,Wang, Yang,Zhou, Xiao,Li, Bi-Jie,Shi, Zhang-Jie
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supporting information; experimental part
p. 883 - 886
(2011/06/17)
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