- Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling
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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.
- Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal
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supporting information
p. 10690 - 10699
(2021/04/09)
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- Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols
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A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.
- Xia, Anjie,Qi, Xueyu,Mao, Xin,Wu, Xiaoai,Yang, Xin,Zhang, Rong,Xiang, Zhiyu,Lian, Zhong,Chen, Yingchun,Yang, Shengyong
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- BENZOBIS(THIADIAZOLE)DERIVATIVE, INK COMPRISING THE SAME, AND ORGANIC ELECTRONICS DEVICE USING THE SAME
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PROBLEM TO BE SOLVED: To provide benzobis(thiadiazole) derivative excellent in electron mobility (electric field-effect mobility), excellent in stability in atmosphere and having a novel skeleton, and to provide an organic electronics device. SOLUTION: There is provided the benzobis(thiadiazole) derivative represented by formula (1), where Ar1 is a five-membered ring heteroarylene group comprising at least one atom selected from N, S, O and Se, Ar2 is a phenyl group, six-membered ring heteroaryl group comprising one or more N or five-membered ring heteroaryl group comprising at least one atom selected from N, S, O and Se, excluding a case in which Ar1 is a thiophene group and Ar2 is a phenyl group. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
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Paragraph 0301; 0302
(2017/04/14)
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- Programmed synthesis of arylthiazoles through sequential C-H couplings
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A programmed synthesis of privileged arylthiazoles via sequential C-H couplings catalyzed by palladium or nickel catalysts has been accomplished. This versatile protocol can supply all possible arylthiazole substitution patterns (2-aryl, 4-aryl, 5-aryl, 2
- Tani, Satoshi,Uehara, Takahiro N.,Yamaguchi, Junichiro,Itami, Kenichiro
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p. 123 - 135
(2014/01/06)
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- PYRIDINE DERIVATIVES
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The present application provides novel pyridine compounds and pharmaceutically acceptable salts or prodrugs thereof. Also provided are methods for preparing these compounds. These compounds are useful in inhibiting CYP 17 activity by administering a therapeutically effective amount of one or more of the compounds to a patient. By doing so, these compounds are effective in treating conditions associated with CPY17 activity. A variety of conditions can be treated using these compounds and include diseases which are characterized by abnormal cellular proliferation. In one embodiment, the disease is cancer, such as prostate cancer.
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Page/Page column 85
(2013/04/13)
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- Direct arylation of thiazoles on water
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Wetter is better: The direct arylation of thiazoles on water is quicker, cleaner, and higher-yielding than arylation in organic solvents. The reaction works under mild conditions for an array of aryl iodides, producing 2,5-diaryl thiazoles in excellent yields. Importantly, novel bi-heteroaryl compounds are produced without the requirement for stoichiometric organometallic coupling agents. (Figure Presented).
- Turner, Gemma L.,Morris, James A.,Greaney, Michael F.
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p. 7996 - 8000
(2008/09/17)
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- Ethynylbenzothiophene pesticides
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Ethynylbenzothiophene compounds of the following formula are effective as pesticides. STR1 wherein R is selected from STR2 R1 is selected from hydrogen, halogen, lower alkyl, lower haloalkyl, and phenylethynyl; R2 is selected from hy
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