1023937-37-2Relevant academic research and scientific papers
Terminal Trifluoromethylation of Ketones via Selective C-C Cleavage of Cycloalkanols Enabled by Hypervalent Iodine Reagents
Wu, Shuang,Li, Junzhao,He, Ru,Jia, Kunfang,Chen, Yiyun
supporting information, p. 9204 - 9209 (2021/11/30)
We report the first terminal trifluoromethylation at aryl and alkyl ketones' ?, or more remote sites via the selective C-C bond cleavage of cycloalkanols. The noncovalent interactions between alcohols and hypervalent iodines(III) reagents were disclosed to activate both alcohols and the Togni I reagent in the dual photoredox/copper catalysis for the transformation. This reaction was scalable to the gram-scale synthesis, applicable to the structurally complex steroid trifluoromethylation, and extendable to the pentafluoroethylation.
Catalytic Friedel-Crafts Reactions on Saturated Heterocycles and Small Rings for sp3-sp2 Coupling of Medicinally Relevant Fragments
Croft, Rosemary A.,Dubois, Maryne A. J.,Boddy, Alexander J.,Denis, Camille,Lazaridou, Anna,Voisin-Chiret, Anne Sophie,Bureau, Ronan,Choi, Chulho,Mousseau, James J.,Bull, James A.
supporting information, p. 5385 - 5395 (2019/06/24)
gem-Diarylheterocycles display a wide range of biological activity. Here we present a systematic study into the formation of 4- to 6-membered O- and N-heterocycles and cyclobutanes bearing the diaryl motif through a catalytic Friedel–Crafts reaction from the corresponding benzylic alcohols. 3,3-Diaryltetrahydrofurans, 4,4-diaryltetrahydropyrans, 3,3-diarylpyrrolidines, 4,4-diaryl-piperidines, as well as diarylcyclobutanes are examined, with results for 3,3-diaryloxetanes and 3,3-diarylazetidines presented for comparison. Three catalytic systems are investigated for each substrate [Ca(II), Li(I) and Fe(III)], across preinstalled aromatic groups of differing electronic character. In most cases examined, the diaryl product is obtained directly from the alcohol with good yields using the most appropriate catalyst system. In the absence of a nucleophile, the olefins from the 5- and 6-membered substrates by elimination of water are obtained under the same reaction conditions.
Visible-Light-Mediated Ring-Opening Strategy for the Regiospecific Allylation/Formylation of Cycloalkanols
Wang, Junlei,Huang, Binbin,Shi, Chengcheng,Yang, Chao,Xia, Wujiong
, p. 9696 - 9706 (2018/09/06)
Here we describe a straightforward and efficient approach for regiospecific introduction of an allyl group into cycloalkanol molecules employing a visible-light-mediated ring-opening strategy. A wide range of distally allylated or formylated ketones is fu
2,3-DIHYDRO-1H-INDENE-2-YL UREA DERIVATIVE AND PHARMACEUTICAL APPLICATION OF SAME
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Page/Page column 28-29, (2012/07/28)
A 2,3-dihydro-1H-indene-2-yl urea derivative represented by Formula (Ia) or a pharmaceutically acceptable salt thereof:
New synthesis of 3-aryl-2,5-dihydrofurans
Chang, Meng-Yang,Lin, Chun-Yu,Pai, Chun-Li
, p. 1941 - 1948 (2007/10/03)
We present a straightforward synthesis of 3-aryl-2,5-dihydrofurans by ring contraction of 4-aryl-3,6-dihydro-2H-pyrans with the repeated treatment of MCPBA and BF3-OEt2. The building block 3-aryltetrahydrofuran-3-carboxylic acid with
