1454769-80-2Relevant articles and documents
Palladium-Catalyzed Domino Heck/Sulfination: Synthesis of Sulfonylated Hetero- And Carbocyclic Scaffolds Using DABCO-Bis(sulfur dioxide)
Bajohr, Jonathan,Diallo, Abdoul G.,Whyte, Andrew,Gaillard, Sylvain,Renaud, Jean-Luc,Lautens, Mark
, p. 2797 - 2801 (2021)
The synthesis of a broad variety of hetero- and carbocyclic scaffolds via a Pd-catalyzed domino Heck/SO2 insertion reaction is reported. This reaction utilizes DABSO, a safe and easy-to-handle alternative to SO2 gas. The reaction proceeds through a sulfin
Palladium-Catalyzed Enantioselective Intramolecular Heck Carbonylation Reactions: Asymmetric Synthesis of 2-Oxindole Ynones and Carboxylic Acids
Zhang, Di,Xiong, Youyuan,Guo, Yingjie,Zhang, Lei,Wang, Zheng,Ding, Kuiling
, (2021/10/25)
Herein, we report a Pd-catalyzed enantioselective domino Heck carbonylation reaction of o-iodoacrylanilides with terminal alkynes and water as the nucleophiles, affording a diversity of β-carbonylated 2-oxindole derivatives bearing a 3,3-disubstituted all-carbon quaternary stereocenter, in high yields (55–99 %) with good to excellent enantioselectivities (up to 99 % ee). The synthetic utilities of the protocol were demonstrated in the gram-scale synthesis of 2-oxindole-derived ynone 3 ea and carboxylic acid 4 a, as well as the facile synthesis of chiral 2-oxindoles with a pyrazole or isoxazole moiety.
Palladium-Catalyzed Domino Synthesis of 2,3-Difunctionalized Indoles via Migratory Insertion of Isocyanides in Batch and Continuous Flow
Chen, Su,Oliva, Monica,Van Meervelt, Luc,Van der Eycken, Erik V.,Sharma, Upendra K.
, p. 3220 - 3226 (2021/06/01)
We report, herein, a palladium-catalyzed cascade comprising carbopalladation, migratory insertion of isocyanide and triple bond activation followed by a nucleophilic attack (OR?) to construct difunctionalized acyl indoles. The process involves
3,3′-Disubstituted Oxindoles Formation via Copper-Catalyzed Arylboration and Arylsilylation of Alkenes
Liang, Ren-Xiao,Chen, Ru-Yi,Zhong, Chao,Zhu, Jia-Wen,Cao, Zhong-Yan,Jia, Yi-Xia
, p. 3215 - 3218 (2020/04/10)
Arylboration and arylsilylation reactions of N-(2-iodoaryl)acrylamides with bis(pinacolato)-diboron (B2pin2) or PhMe2Si-Bpin are developed by using simple CuOAc as the sole catalyst. A range of boron-or silane-bearing 3,3′-disubstituted oxindoles are obtained in moderate to excellent yields. The reaction is proposed to proceed via a domino sequence involving intermolecular olefin borylcupration or silylcupration followed by intramolecular coupling of an alkyl-Cu intermediate with aryl iodide.
Nickel-catalyzed reductive aryl thiocarbonylation of alkene via thioester group transfer strategy
Feng, Yunxia,Yang, Shimin,Zhao, Shen,Zhang, Dao-Peng,Li, Xinjin,Liu, Hui,Dong, Yunhui,Sun, Feng-Gang
, p. 6734 - 6738 (2020/09/15)
Herein reported is a nickel-catalyzed reductive aryl thiocarbonylation of alkene via thioester group transfer strategy by using simple and readily available thioesters. In contrast to traditional activation of weaker C(acyl)-S bond, the C(acyl)-C bond of
Palladium-Catalyzed Domino Heck/Silylation Reaction for the Synthesis of (2-Oxoindolin-3-yl)methylsilanes via Trapping of the σ-Alkylpalladium Intermediates with Disilanes
Xiao, Genhua,Chen, Liang,Zhou, Bang,Deng, Guobo,Gong, Jun,Liang, Yun
, p. 3477 - 3481 (2018/09/14)
A palladium-catalyzed domino Heck/silylation reaction of acrylamides with hexamethyldisilane is presented. This transformation, which involves the formation of a σ-alkylpalladium intermediate, allows direct access to functionalized (2-oxoindolin-3-yl)methylsilanes in good to excellent yields. Furthermore, this strategy could be utilized for the synthesis of (2-oxoindolin-3-yl)methylstannanes from hexamethyldistannane. (Figure presented.).
Catalytic Enantioselective Double Carbopalladation/C?H Functionalization with Statistical Amplification of Product Enantiopurity: A Convertible Linker Approach
Tong, Shuo,Limouni, Aurore,Wang, Qian,Wang, Mei-Xiang,Zhu, Jieping
, p. 14192 - 14196 (2017/10/31)
Combining a catalytic enantioselective reaction with dimerization in a single operation is an efficient way to upgrade the enantiomeric excesses (ee) of the product. Palladium-catalyzed reaction of N-(2-iodophenyl)-N-methyl methacrylamide derivatives with
Pd-catalyzed Heck-type cascade reactions with N-tosyl hydrazones: An efficient way to alkenes via in situ generated alkylpalladium
Liu, Xianglei,Ma, Xinna,Huang, Yunze,Gu, Zhenhua
, p. 4814 - 4817 (2013/10/08)
A palladium-catalyzed Heck-type cascade reaction of aryl halides and N-tosyl hydrazones is reported. The neopentylpalladium species, generated from an intramolecular Heck-type insertion reaction of aryl halides, could efficiently react with carbenes to fo
