1024585-98-5Relevant academic research and scientific papers
Pyridine-directed carbon–carbon single bond activation: Rhodium-catalyzed decarbonylation of aryl and heteroaromatic ketones
Johnson, Jeffrey B.,Salisbury, Eric A.,Schoonover, Erik J.,VanderRoest, Jacob P.,Wagner, Cole J.
supporting information, (2021/07/28)
The decarbonylation of 2-pyridyl-substituted ketones via transition metal-catalyzed carbon–carbon bond activation provides ready access to a variety of biaryl compounds. The highly efficient and general method provides reliable decarbonylation of benzophenones including a range of functional groups and substitution patterns. The methodology has also proven highly efficient for heteroaromatic substrates, including those containing thiophenyl, indolyl, quinolinyl, and pyridine substitution.
Palladium-Catalyzed C-H Bond Functionalization Reactions Using Phosphate/Sulfonate Hypervalent Iodine Reagents
He, Yimiao,Huang, Lilan,Xie, Limei,Liu, Peng,Wei, Qiongmei,Mao, Fangfang,Zhang, Xuehong,Huang, Jun,Chen, Sijing,Huang, Chusheng
, p. 10088 - 10101 (2019/08/22)
A new and operationally simple approach for palladium-catalyzed C-H functionalization reactions utilizing an organophosphorus/sulfonate hypervalent iodine reagent as both an oxidant and the source of a functional group has been developed. Through this method, the oxidative phosphorylation-, sulfonation-, and hydroxylation of unactivated benzyl C(sp3)-H bonds, along with the hydroxylation and arylation of aryl C(sp2)-H bonds, are successfully realized under mild conditions and with excellent site-selectivity. The versatile C-OSO2R bond provides a platform for a wide array of subsequent diversification reactions.
Palladium-Catalyzed Direct Monoarylation of Aryl C?H Bonds with Iodoarenes
Su, Li,Guo, Dong-Dong,Li, Bin,Guo, Shi-Huan,Pan, Gao-Fei,Gao, Ya-Ru,Wang, Yong-Qiang
, p. 2001 - 2008 (2017/06/13)
The transition-metal-catalyzed direct arylation of nonactivated aryl C?H bonds with iodoarenes has emerged as an important method for the construction of biaryls. Generally, the direct arylation reaction proceeds in the presence of stoichiometric Ag additives; moreover, the diarylation product is often unavoidable if there are two identical aromatic C?H bonds in the substrate. Herein we disclose an efficient Pd(OAc)2/trifluoroacetic acid/O2 catalytic system that promotes direct arylation reactions of a variety of aromatic C?H bonds with diverse iodoarenes under Ag-free conditions. The coupling reaction possesses a complete monoarylation selectivity. This approach provides a straightforward, facile, and economical route to biaryls.
Ruthenium(II)-catalyzed ortho-C-H arylation of diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination
Nareddy, Pradeep,Jordan, Frank,Szostak, Michal
supporting information, p. 4783 - 4788 (2017/07/10)
We report the first method for the direct, regioselective Ru(ii)-catalyzed oxidative arylation of C-H bonds in diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination. The reaction takes advantage of the attractive feature
Mild Rh(III)-catalyzed direct C-H bond arylation of (hetero)arenes with arylsilanes in aqueous media
Lu, Ming-Zhu,Lu, Ping,Xu, Yun-He,Loh, Teck-Peng
supporting information, p. 2614 - 2617 (2014/06/09)
An efficient rhodium(III)-catalyzed C-H bond activation and further direct arylation of (hetero)arenes with organosilanes in aqueous media was developed. This reaction shows good substrate scope and excellent functional group compatibility and gives the products in good yields with excellent regioselectivity.
Palladium(II)-catalyzed oxidative ortho -arylation of 2-phenylpyridines
Feng, Jie,Lu, Guoping,Lv, Meifang,Cai, Chun
supporting information, p. 2153 - 2159 (2013/10/22)
A palladium(II)-catalyzed oxidative ortho-arylation of 2-phenylpyridines via direct C-H activation with aryl boric acids is described. The reaction could be conducted under mild conditions in the presence of Pd(OAc) 2/Cu(OTf)2/TBHP system, and a variety of the azacyclic compounds bearing a biaryl unit were obtained with moderate to good yields. Georg Thieme Verlag Stuttgart, New York.
Palladium-catalyzed direct ortho C-H arylation of 2-arylpyridine derivatives with aryltrimethoxysilane
Li, Wu,Yin, Zhangwei,Jiang, Xiaoqing,Sun, Peipei
experimental part, p. 8543 - 8548 (2011/12/03)
A Pd(OAc)2-catalyzed cross-coupling reaction between 2-arylpyridine and aryltrimethoxysilane in the presence of AgF and BQ in 1,4-dioxane was studied. After various reaction parameters (catalyst, oxidant, additive, solvent and reaction temperat
Direct cross-coupling of C-H bonds with grignard reagents through cobalt catalysis
Li, Bin,Wu, Zhen-Hua,Gu, Yi-Fan,Sun, Chang-Liang,Wang, Bai-Quan,Shi, Zhang-Jie
supporting information; experimental part, p. 1109 - 1113 (2011/04/22)
Go go Grignard! The first highly regioselective, cobalt-catalyzed C-H transformation of benzo[h]quinoline and phenylpyridine derivatives with Grignard reagents at room temperature has been achieved (see scheme). Both aryl and alkyl Grignard reagents showed significant reactivity.
Iron-catalyzed direct arylation through directed C-H bond activation
Norinder, Jakob,Matsumoto, Arimasa,Yoshikai, Naohiko,Nakamura, Eiichi
, p. 5858 - 5859 (2008/09/19)
An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed. Copyright
