78622-66-9Relevant academic research and scientific papers
Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling
Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal
supporting information, p. 10690 - 10699 (2021/04/09)
Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chemistry. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetallation of the copper–aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.
Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
Hossian, Asik,Bhunia, Samir Kumar,Jana, Ranjan
, p. 2521 - 2533 (2016/04/01)
We report herein a Pd(II)-catalyzed Heck-type coupling between arene carboxylic acids and alkenes at room temperature. Mechanistically, the reaction proceeds in two distinct pathways where electron-rich substrates undergo a palladium(II)-catalyzed decarboxylation and electron-deficient substrates proceed through silver(I)-assisted decarboxylation. Dimethyl sulfoxide (DMSO) or sulfide ligands have positive and negative roles in the reaction outcome, respectively. The present protocol is combined for the peptide modification under mild reaction conditions.
MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO
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Page/Page column 443, (2016/10/31)
This disclosure relates to the field of moiecuies having pesticida i utility against pests in Phyla Arthropoda, Moliusca, and hJematoda, processes to produce such moiecuies, intermediates used In such processes, pesticidai compositions containing such molecules, and processes of using such pesticidai compositions against such pests. These pesticidai compositions may be used, for example, as acaricldes, insecticides, miticides, moilusclcides, and nematicides. This document discloses moiecuies having the following formula ("Formula One").
Thioether-promoted direct olefination of polyfluoroarenes catalyzed by palladium
Wu, Cai-Zhi,He, Chun-Yang,Huang, Yangen,Zhang, Xingang
supporting information, p. 5266 - 5269 (2013/11/06)
A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use of this new thioether ligand, a high reaction efficiency and excellent E/Z ratio of desired olefinated polyfluoroarenes were obtained. This represents a first example of thioether promoted oxidative Heck reaction.
Rh2(OAc)4-catalyzed formation of trans-alkenes from the reaction of aldehydes with perfluorophenyl diazomethane through tellurium ylide
Zhu, Shifa,Xing, Chunhui,Pang, Wan,Zhu, Shizheng
, p. 5897 - 5900 (2007/10/03)
Rh2(OAc)4 can catalyze the formation of perfluorophenyl-containing trans-epoxides from the reactions of perfluorophenyl diazomethane with activated aryl aldehydes through sulfur ylide intermediate. In contrast, under the same reactio
Transition-Metal-Catalyzed Formation of trans Alkenes via Coupling of Aldehydes
Zhu, Shifa,Liao, Yuanxi,Zhu, Shizheng
, p. 377 - 380 (2007/10/03)
(Equation presented) Rh2(OAc)4 catalyzed the formation of exclusively trans fluorinated alkenes from aldehydes and pentafluorobenzaldehyde tosylhydrazone salts, which were readily prepared from pentafluorobenzaldehyde using the Bamfo
