30129-18-1Relevant articles and documents
Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization
Zhang, Xue,Ling, Liang,Luo, Meiming,Zeng, Xiaoming
supporting information, p. 16785 - 16789 (2019/11/11)
Reported here is a straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates the preferential addition of hydrogen to the substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction. This strategy enables the diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes and saturated heterocycles, and even allows formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicate that hydrogen preferentially attacks the substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as the reactive species, followed by either reversible or irreversible hydrogen addition to the nonsubstitution sites.
Hydrogen-free ring hydrogenation of phenol to cyclohexanol over a rhodium-loaded titanium(IV) oxide photocatalyst
Kinoshita, Atsufumi,Nakanishi, Kousuke,Yagi, Ryosuke,Tanaka, Atsuhiro,Hashimoto, Keiji,Kominami, Hiroshi
, p. 83 - 88 (2019/04/13)
Since photocatalytic reactions are almost consistent with the concept of green chemistry, substance conversion using photocatalysts has recently attracted the attention of researchers in the fields of organic chemistry, physical chemistry and material chemistry. We investigated photoinduced ring hydrogenation of phenol over a metal-loaded titanium(IV) oxide (TiO2) photocatalyst without the use of H2 gas and we report here the effects of various parameters, including the type and amount of metal co-catalyst loaded on TiO2 and the kinds of solvents and hole scavengers, on the ring hydrogenation. We found that the combination of an Rh co-catalyst, water and oxalic acid resulted in the highest yield of cyclohexanol. Detailed analyses revealed that phenol was first hydrogenated to cyclohexanone via keto-enol tautomerism of cyclohexenol followed by hydrogenation of cyclohexanone to cyclohexanol and that adsorption of phenol onto Rh-TiO2 is a factor of great importance for the ring hydrogenation.
Method for synthesizing cis-trifluoromethylcyclohexane derivatives and heterocyclic compounds by hydrogenation
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Paragraph 0021-0025; 0040-0042, (2019/10/23)
The invention discloses a method for synthesizing cis-trifluoromethylcyclohexane derivatives and heterocyclic compounds by hydrogenation. The method is characterized in that trifluoromethylaromatic hydrocarbons or trifluoromethyl heterocyclic compounds ar
1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS
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Paragraph 0837; 0838; 0839, (2016/09/22)
The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.
MELANOCORTIN RECEPTOR AGONISTS
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Page/Page column 27, (2008/06/13)
The present invention relates to a compound of the following formula 1, pharmaceutically acceptable salt and isomer thereof effective as agonist of melanocortin receptor, and an agonistic composition of melanocortin receptor comprising the same as active ingredient.
Trifluoromethylcyclohexane as a new solvent? Limits of use
Legros, Julien,Crousse, Benoit,Bonnet-Delpon, Danièle,Bégué, Jean-Pierre,Maruta, Masamichi
, p. 4067 - 4070 (2007/10/03)
Reactivity and stability of trifluoromethylcyclohexane (TFMC) has been investigated towards various reagents, in order to evaluate its possible use as solvent. TFMC is stable in most oxidizing conditions, indicating the protective effect of a fluoroalkyl substituent towards oxidation, and surprisingly, it is also very stable towards strong bases. TFMC has also been assessed as a chlorinated solvent substitute in some reactions. It is clearly adapted as a CCl4 substitute in allylic bromination reaction.
Trifluoromethyl derivatives of cyclohexanol and cyclohexanone and their reactions
Zalesskaya, I. M.,Blakitnyi, A. N.,Saenko, E. P.,Fialkov, Yu. A.,Yagupol'skii, L. M.
, p. 1031 - 1038 (2007/10/02)
The catalytic hydrogenation of mono- and bistrifluoromethylphenols was investigated, and the structure of the obtained trifluoromethylcyclohexanols was established.Methods were developed for the production of trifluoromethyl derivatives of caprolactam and adipic acid.
