157563-52-5Relevant academic research and scientific papers
Enantioselective Synthesis of 4-Allyl Tetrahydroquinolines via Copper(I) Hydride-Catalyzed Hydroallylation of 1,2-Dihydroquinolines
Xu-Xu, Qing-Feng,You, Shu-Li,Zhang, Xiao
, p. 1530 - 1534 (2020)
CuCl/(R,R)-Ph-BPE-catalyzed asymmetric hydroallylation of 1,2-dihydroquinolines, prepared from readily available quinolines, was developed. The optically active tetrahydroquinolines (THQs) bearing an allylic functionality at position 4 were obtained in good yields and excellent enantioselectivity. The introduced allylic groups are amenable to diverse transformations, thus offering chances to rapidly expand the THQ libraries.
Method for preparing indanofan
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Paragraph 0035; 0036; 0037; 0065, (2018/09/21)
The invention belongs to the technical field of medicines, and discloses a preparation method of indanofan (2-((2-(3-chlorophenyl)ethylene oxide-2-yl)methyl)-2-ethyl-1H-indene-1,3(2H)-dione). Two intermediates of the indanofan are 1-halogeno-3-(3-chloropropyl-1-ene-2-yl)benzene and 2-ethyl-1H-indene-1,3(2H)-dione. The invention discloses a preparation method of the two intermediates and a method for synthesizing the indanofan by using the two intermediates. The process route is novel, is short in step, high in yield and low in production cost, and has huge implementation values and social economic benefits.
Enantioselective bromocyclization of allylic amides catalyzed by BINAP derivatives
Kawato, Yuji,Kubota, Akino,Ono, Hiromi,Egami, Hiromichi,Hamashima, Yoshitaka
supporting information, p. 1244 - 1247 (2015/03/14)
A highly enantioselective bromocyclization of allylic amides with N-bromosuccinimide (NBS) was developed with DTBM-BINAP as a catalyst, affording chiral oxazolines with a tetrasubstituted carbon center in high yield with up to 99% ee. By utilizing the bro
Nickel-catalyzed enantioselective hydrovinylation of silyl-protected allylic alcohols: An efficient access to homoallylic alcohols with a chiral quaternary center
Zhang, Qi,Zhu, Shou-Fei,Cai, Yan,Wang, Li-Xin,Zhou, Qi-Lin
experimental part, p. 1899 - 1906 (2011/02/25)
Asymmetric hydrovinylation of silyl-protected allylic alcohols catalyzed by nickel complexes of chiral spiro phosphoramidite ligands was developed. A series of homoallylic alcohols with a chiral quaternary center were produced in high yields (up to 97%) and high enantioselectivities (up to 95% ee). The reaction provides an efficient method for preparing bifunctional compounds with a chiral quaternary carbon center.
Synthesis of quaternary carbon centers via hydroformylation
Sun,Frimpong,Tan
supporting information; experimental part, p. 11841 - 11843 (2010/11/04)
The application of hydroformylation to the synthesis of quaternary carbon centers is reported. The synthesis of the highly substituted carbon is achieved by applying a catalytic amount of 1. Ligand 1 serves as a catalytic directing group by covalently and reversibly binding to both the substrate and catalyst. The intramolecular nature of the directing group strategy accelerates the hydroformylation reaction such that the reaction is performed at mild temperatures (35-55 °C) and with excellent regioselectivity (b:l > 94:6).
A practical synthesis of indanofan via one-pot bromination of 3- chloroethylbenzene
Tanaka, Ken,Hosokawa, Akemi,Yoshida, Kenji
, p. 249 - 253 (2007/10/03)
A practical synthesis of Indanofan (1), a potent herbicide discovered by Mitsubishi Chemical Co. Ltd., was achieved starting from commercially available 3-chloroethylbenzene (2). 3-Chloro-α-bromostyrene (3), which was converted to 1-chloro-2-(3-chlorophenyl)prop-2-ene (5) in 2 steps, was synthesized via one-pot bromination of 2. 2-Ethylindane-1,3-dione (6) was synthesized from ethyl butyrate and ethyl phthalate (11) using NaOEt. The coupling reaction of 5 with 6 followed by oxidation with AcOOH afforded 1 in a high overall yield.
