92841-24-2Relevant academic research and scientific papers
Synthesis and Crystal Structure of 3-[(2-triuoromethyl-4-methyl) pyrazoloyloxy]-2-phenyl-2-cyclohexen-1-one
Liu, Cheng-Guo,Li, Ping,Zhang, Yuan-Yuan
, p. 113 - 117 (2021/04/22)
3-[(2-Triuoromethyl-4-methyl) pyrazoloyloxy]-2-phenyl-2-cyclohexen-1-one (3) has been synthesized under microwave irradiation by coupling and acylation reactions with 1,3-cyclohexanedione and iodobenzene as starting materials. The optimum synthesis conditions of 3-hydroxy-2-phenylcyclohex- 2-en-1-one (2) were determined by orthogonal experiments, as the reaction power was 800 W, the reaction time 45 min, and the molar ratio of 1,3-cyclohexanedione to iodobenzene was 3:1. All the compounds were characterized by IR, 1H NMR, 13C NMR, and HRMS. The single crystal structure of the title compound has been further determined by X-ray diffraction. The crystal belongs to the orthorhombic system, space group P2(1)2(1)2(1) with a = 7.8359(16) ?, b = 10.878(2) ?, c = 19.952(4) ?, V = 1700.7(6), ?3, Z = 4, Dc= 1.423 g/cm3, μ = 0.119 mm-1, F(000) = 752, the final R1= 0.0509, and wR2(I>2σ(I)) = 0.1286. The existence of π-π conjunction effect resulted in correlative bond length shorter than typical bond length in the crystal. The title compound is assembled into a 3D supramolecular structure by two intermolecular hydrogen bonds.
Enantio- And Diastereoselective Construction of Contiguous Tetrasubstituted Chiral Carbons in Organocatalytic Oxadecalin Synthesis
Wada, Yuuki,Murata, Ryuichi,Fujii, Yuki,Asano, Keisuke,Matsubara, Seijiro
supporting information, p. 4710 - 4715 (2020/07/06)
The organocatalytic enantio- and diastereoselective cycloetherification of 1,3-cyclohexanedione-bearing enones involving the in situ generation of chiral cyanohydrins was developed. This transformation offers the first catalytic asymmetric approach to oxa
NEW PIPERIDINYL DERIVATIVES AS INHIBITORS OF UBIQUITIN SPECIFIC PROTEASE 7
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Page/Page column 32, (2019/06/17)
Compounds of formula (I): wherein R1, R2, R3, B, W, Z, m and n are as defined in the description The compounds of the present invention have pro-apoptotic and/ or anti-proliferative properties making it possible to use the
Design, microwave-assisted synthesis, bioactivity and SAR of novel substituted 2-phenyl-2-cyclohexanedione enol ester derivatives
Ye, Fei,Ma, Peng,Zhai, Yue,Yang, Fei,Gao, Shuang,Zhao, Li-Xia,Fu, Ying
, p. 19883 - 19893 (2018/06/11)
Based on the structure-activity relationship and active substructure combination, a novel class of substituted 2-phenyl-2-cyclohexanedione enol ester derivatives was designed for use as potential herbicide safeners. A microwave-assisted synthetic route was developed for the substituted 2-phenyl-2-cyclohexenone enol ester derivatives via coupling and acylation reactions. In the modified protocol, the reactions were performed under microwave irradiation, resulting in significant improvements in the yields and reaction times. All of the structures were characterized using IR, 1H NMR, 13C NMR and HRMS spectroscopies. The bioassay results demonstrated that most of these compounds could alleviate clethodim injury to maize. Molecular docking modeling showed that the potential antagonism between compound 3(S24) and clethodim plays a key role in the metabolism of herbicides. This paper presents a new safener candidate for maize protection.
Functionalization of Csp3-H and Csp 2-H bonds: Synthesis of spiroindenes by enolate-directed ruthenium-catalyzed oxidative annulation of alkynes with 2-aryl-1,3-dicarbonyl compounds
Reddy Chidipudi, Suresh,Khan, Imtiaz,Lam, Hon Wai
supporting information, p. 12115 - 12119 (2013/01/16)
Ru(de) awakening: The synthesis of carbocycles by the ruthenium-catalyzed oxidative annulation of alkynes with 2-aryl cyclic 1,3-dicarbonyl substrates is described. Proceeding by the functionalization of C sp 3-H and C sp 2-H bonds, and the formation of an all-carbon quaternary center, the reaction provides a diverse range of spiroindenes in good yields with high levels of regioselectivity. Copyright
Asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes as key components of substance P antagonists
Kuethe, Jeffrey T.,Wong, Audrey,Wu, Jimmy,Davies, Ian W.,Dormer, Peter G.,Welch, Christopher J.,Hillier, Michael C.,Hughes, David L.,Reider, Paul J.
, p. 5993 - 6000 (2007/10/03)
An efficient asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes is described. Three methods were developed for the preparation of the 2,3-disubstituted cyclopentenones and cyclohexenones, which are key achiral building blocks. These intermediates are reduced catalytically with (R)-2-methyloxazaborolidine in high yield (82-98%) and excellent ee (89-96%). Directed reduction of the chiral allylic alcohols using Red-Al gives exclusively the 1,2-anti stereochemistry (>99:1). Epimerization of the ester center followed by saponification/crystallization affords the desired hydroxyacids in good yield (65-70%) and in high enantiomeric excess (>99%).
