897440-32-3Relevant academic research and scientific papers
Efficient Pd-Catalyzed C—H Oxidative Bromination of Arenes with Dimethyl Sulfoxide and Hydrobromic Acid?
Yuan, Yizhi,Liang, Yujie,Shi, Shihui,Liang, Yu-Feng,Jiao, Ning
supporting information, p. 1245 - 1251 (2020/07/27)
We have developed an efficient Pd-catalyzed directed C—H bromination protocol, in which dimethyl sulfoxide (DMSO) is employed as oxidant with hydrobromic acid aqueous solution (HBr(aq)) as bromide source. The DMSO/HBr(aq) system, which is novelly and efficiently utilized in transition-metal catalyzed C—H activation, illustrates its practicability by the operational simplicity, inexpensive and readily available starting materials, and high bromide-atom economy.
Cu-mediated direct aryl C - H halogenation: A strategy to control mono- and di-selectivity
Du, Zhi-Jun,Gao, Lian-Xun,Lin, Ying-Jie,Han, Fu-She
, p. 123 - 126 (2014/01/23)
A protocol for the copper-mediated direct aryl C - H halogenation is presented. Highly selective mono- and di-halogenations are achieved by using acyl hypohalites, generated in situ from the readily available carboxylic acid and N-halosuccinimides (NXS; X=Br and Cl) as powerful halogenating reagents. The correct choice of carboxylic acid additives and solvents is essential for both high yield and selectivity. Consequently, the use of inexpensive Cu catalyst and the new strategy for the in situ generation of acyl hypohalite halogenating reagents from the readily affordable and easily-to-handle carboxylic acid and NXS (X=Br and Cl) offers advantages for practical application. Copyright
Directed palladium-catalyzed oxidative C-H arylation of (hetero)arenes with arylboronic acids by using TEMPO
Kirchberg, Sylvia,Vogler, Thomas,Studer, Armido
experimental part, p. 2841 - 2845 (2009/05/27)
Oxidative coupling of three different arenes and a thiophene derivative with various arylboronic acids with Pd(OAc)2 and the commercially available 2,2,6,6-tetramethylpiperidine-N-oxyl radical (TEMPO) as an oxidant are reported. A 2-pyridyl gro
COPPER-MEDIATED FUNCTIONALIZATION OF ARYL C-H BONDS, AND COMPOUNDS RELATED THERETO
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Page/Page column 31; 57-58, (2008/06/13)
One aspect of the present invention relates to methods for direct functionalization of pyridyl-substituted aromatic compounds. In certain embodiments, 2-arylpyridine substrates react with anionic nucleophiies in the presence of copper(II) to furnish substituted arylpyridines. In other embodiments, the present invention allows for both mono- and di- functionalizations from manipulation of the reaction conditions. The transition metal- mediated carbon-heteroatom bond-forming methods are applicable to a variety of synthetic transformations of aryl C-H bonds.
Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant
Chen, Xiao,Hao, Xue-Shi,Goodhue, Charles E.,Yu, Jin-Quan
, p. 6790 - 6791 (2007/10/03)
Cu(II)-catalyzed acetoxylation and halogenation of aryl C-H bonds are developed. ortho-Selectivity was observed with a wide range of 2-arylpyridine substrates. Both mono- and difunctionalizations are achieved by tuning the reaction conditions. Excellent functional group tolerance and use of O2 as a stoichiometric oxidant are significant advantages over our recently developed Pd-catalyzed C-H functionalization reactions. These newly discovered reaction conditions are also applicable for cyanation, amination, etherification, and thioetherification of aryl C-H bonds. Mechanistic investigations are carried out to gain insights into the Cu(II)-catalyzed C-H functionalization reactions. Copyright
