1328497-73-9Relevant academic research and scientific papers
One-pot, solvent-free Pd(II)-catalyzed direct β-C-H arylation of carboxamides involving anhydrides as substrates via in situ installation of directing group
Dalal, Arup,Singh, Prabhakar,Babu, Srinivasarao Arulananda
, p. 1246 - 1257 (2019/01/30)
A one-pot, multicomponent-type, solvent-free Pd(II)-catalyzed direct β-C-H activation/arylation of carboxamides involving anhydrides as substrates via in situ installation of directing group (DG) is reported. Typically, the DG-assisted β-C-H activation/ar
Palladium-Catalyzed Base-Promoted Arylation of Unactivated C(sp3)–H Bonds by Aryl Iodides: A Practical Approach To Synthesize β-Aryl Carboxylic Acid Derivatives
Gou, Quan,Liu, Gang,Zhou, Lanxiu,Chen, Suiyun,Qin, Jun
supporting information, p. 6314 - 6318 (2017/11/21)
A highly efficient protocol for the β-arylation of carboxylic amides by aryl iodides under PdCl2(CH3CN)2/CsOAc catalysis was developed. This method was found to tolerate a broad scope of substrates and was successfully employed in the preparation of a variety of β-aryl α-amino and γ-amino acid derivatives. The utility of this method was further illustrated in the synthesis of the psychotropic drug (±)-phenibut and β-aryl bile acid analogues.
Multicomponent reaction comprising one-pot installation of bidentate directing group and Pd(II)-catalyzed direct β-arylation of C(sp3)[sbnd]H bond of aliphatic and alicyclic carboxamides
Mohan, Sruthi,Gopalakrishnan, Bojan,Babu, Srinivasarao Arulananda
, p. 5853 - 5863 (2016/09/07)
In this paper, we report a step-economical one-pot multicomponent reaction protocol comprising the installation of the bidentate directing group (auxiliary) followed by Pd(II)-catalyzed sp3C[sbnd]H activation and β-arylation of various aliphatic/alicyclic carboxamides. Accordingly, the reaction of a mixture of an aliphatic/alicyclic acid chloride, bidentate directing auxiliary (e.g., 8-aminoquinoline) and an aryl iodide in the presence of the Pd(OAc)2catalyst and Ag2CO3additive directly afforded the corresponding β-C[sbnd]H-arylated N-(quinolin-8-yl)carboxamide derivative. To demonstrate the efficiency of the process, various bidentate directing auxiliaries were used and 8-Aminoquinoline was found to be the best directing group for accomplishing the one-pot Pd(II)-catalyzed, sp3C[sbnd]H activation and β-arylation of aliphatic/alicyclic carboxamides. A variety of aliphatic/alicyclic acid chlorides and aryl iodides were used as the substrates and several β-C[sbnd]H arylated carboxamide derivatives were synthesized in moderate to high yields via the multicomponent reaction strategy.
Synthesis of β-arylated alkylamides via Pd-catalyzed one-pot installation of a directing group and C(sp3)-H arylation
Liu, Yunyun,Zhang, Yi,Cao, Xiaoji,Wan, Jie-Ping
supporting information, p. 1122 - 1126 (2016/07/06)
The synthesis of β-arylated alkylamides via alkyl C-H bond arylation has been realized by means of direct one-pot reactions of acyl chlorides, aryl iodides and 8-aminoquinoline. Depending on the structure of the starting materials, both single and double β-arylated alkylamides could be accessed.
ANTI-HCMV COMPOSITIONS AND METHODS
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Page/Page column 79; 80; 81, (2016/06/06)
This document relates to compounds useful as agents for preventing or treating human cytomegalovirus (HCMV) infections.
Palladium-catalyzed Cs2CO3-promoted arylation of unactivated C(sp3)-H bonds by (diacetoxyiodo)arenes: Shifting the reactivity of (diacetoxyiodo)arenes from acetoxylation to arylation
Gou, Quan,Zhang, Zhao-Fu,Liu, Zhi-Cheng,Qin, Jun
, p. 3176 - 3186 (2015/03/30)
PdCl2(CH3CN)2-catalyzed arylation of unactivated C(sp3)-H bonds using (diacetoxyiodo)arenes as arylation reagents is reported. The reactivity of (diacetoxyiodo)arenes as arylation reagents is enabled in the presence of Cs2CO3 under the reaction conditions. This arylation method is highly efficient and occurs without the use of silver salt. The reaction tolerates a broad substrate scope that was not demonstrated by other silver salt-free C(sp3)-H bond arylation conditions. The synthetic utility of the method is further illustrated in the synthesis of the psychotropic drug phenibut. A detailed mechanism study has been conducted to understand the reaction pathway.
Pd(II)-catalyzed intermolecular arylation of unactivated C(sp 3)-H bonds with aryl bromides enabled by 8-aminoquinoline auxiliary
Wei, Yu,Tang, Huarong,Cong, Xuefeng,Rao, Bin,Wu, Chao,Zeng, Xiaoming
supporting information, p. 2248 - 2251 (2014/05/06)
An example of using readily available, less reactive aryl bromides as arylating reagents in the Pd(II)-catalyzed intermolecular arylation of unactivated C(sp3)-H bonds is described. This reaction was promoted by a crucial 8-aminoquinolinyl directing group and a K2CO3 base, enabling regiospecific installation of an aryl scaffold at the β-position of carboxamides. A mechanistic study by DFT calculations reveals a C(sp3)-H activation-led pathway featuring the oxidative addition as the highest energy transition state.
Direct arylation of primary and secondary sp3 C-H bonds with diarylhyperiodonium salts via Pd catalysis
Pan, Fei,Shen, Peng-Xiang,Zhang, Li-Sheng,Wang, Xin,Shi, Zhang-Jie
supporting information, p. 4758 - 4761 (2013/10/08)
Palladium-catalyzed primary and secondary sp3 C-H bond arylation is reported. The method using diarylhyperiodonium salts as arylation reagents shows good functional group tolerance and proceeds under mild reaction conditions. The KIE experiment
