108299-04-3Relevant academic research and scientific papers
Reaction of Cycloalkene-1-carboxamides with Aryl Boronates via Rhodium(III)-Catalyzed C?H Activation: A Versatile Route to 3,4-Cycloalkaquinolin-2(1H)-ones
Zhu, You-Quan,Hui, Li-Wen,Niu, Yun-Xia,Lv, Lin-Ge,Zhu, Kun
, p. 5400 - 5405 (2019)
Under rhodium(III) catalysis, substituted N-methoxycycloalkene-1-carboxamides successfully reacted with aryl boronic acid pinacol esters to provide 3,4-cycloalkaquinolin-2(1H)-ones via direct functionalization of the β-alkenyl C?H bond and form C?C/C?N bond in one pot. The gram-scale synthesis of the title compound demonstrated the great synthetic utility of this methodology. (Figure presented.).
Iridium(III)-catalyzed regioselective direct arylation of sp2 C-H bonds with diaryliodonium salts
Gao, Pan,Liu, Li,Shi, Zhuangzhi,Yuan, Yu
, p. 7109 - 7113 (2016)
A regioselective direct arylation of arenes and olefins at the ortho position is reported. The key to the high selectivity is the appropriate choice of diaryliodonium salts as the arylating reagent in the presence of a cationic iridium(iii) catalyst. The coordination of the metal with an oxygen atom or a nitrogen atom and subsequent C-H activation allows for direct arylation with coupling partners. This reaction proceeds under mild reaction conditions and with a high tolerance of various functional groups including many halide functional groups.
Catalytic photocarboxylation of 1,1-diphenylethylene with N,N,N′,N′-tetramethylbenzidine and carbon dioxide
Ito, Yoshikatsu
, p. 3108 - 3114 (2007)
Photocarboxylation of 1,1-diphenylethylene with N,N,N′,N′-tetramethylbenzidine (TMB) in MeCN under bubbling of CO2 proceeded with high catalytic efficiency, giving 3,3-diphenylacrylic acid (DPA) and 3-hydroxy-3,3-diphenylpropionic acid (20). The turnover number (TON=(DPA+20)/TMB) reached 17. Similarly, 1-phenyl-1-cyclohexene yielded cis-2-acetamido-2-phenylcyclohexanecarboxylic acid with TON 5.9. As compared with related N,N-dimethylaniline derivatives, TMB is more resistant to photodecomposition, has the much larger absorbance in the S0→S1 transition, and has the lower quenching efficiency by CO2. Probably these factors are partly responsible for the high TON observed for TMB.
Catalytic enantioselective nazarov cyclization: Construction of vicinal all-carbon-atom quaternary stereocenters
Jolit, Anais,Walleser, Patrick M.,Yap, Glenn P. A.,Tius, Marcus A.
, p. 6180 - 6183 (2014/06/23)
The diastereoselective asymmetric synthesis of vicinal all-carbon-atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.
Process for the preparation of enantiomerically enriched cyclic beta-aryl or heteroaryl carbocyclic acids
-
Page/Page column 30, (2008/06/13)
The present invention relates to a process for the preparation of cis substituted cyclic β-aryl or heteroaryl carboxylic acid derivatives in high diastereo- and enantioselectivity by enantioselective hydrogenation in accordance with the following scheme w
