322-01-0Relevant articles and documents
Trifluoromethyl ketone-based inhibitors of apoptosis in cerebellar granule neurons
Kawase, Masami,Sunaga, Katsuyoshi,Tani, Satoru,Niwa, Masayuki,Uematsu, Toshihiko
, p. 1335 - 1337 (2001)
A variety of aromatic trifluoromethyl ketone derivatives has been studied as inhibitors of apoptosis in cerebellar granule neurons (CGNs). Among them, α-trifluoromethyl diketone (2) and benzyl trifluoromethyl ketone (11) were found to be apoptosis inhibit
NON-IONIC ARYL KETONE BASED POLYMERIC PHOTO-ACID GENERATORS
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Paragraph 0364-0365, (2018/03/25)
Non-ionic photo-acid generating (PAG) polymerizable monomers were prepared that contain a side chain sulfonate ester of an alpha-hydroxy aryl ketone. The aryl ketone group has a perfluorinated substituent alpha to the ketone carbonyl. The sulfur of the sulfonate ester is also directly linked to a fluorinated group. PAG polymers prepared from the PAG monomers release a strong sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development.
FLUORINATED SULFONATE ESTERS OF ARYL KETONES FOR NON-IONIC PHOTO-ACID GENERATORS
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Paragraph 0187; 0188, (2018/03/25)
Non-ionic photo-acid generating (PAG) compounds were prepared that contain an aryl ketone group having a perfluorinated substituent alpha to the ketone carbonyl. The non-polymeric PAGs release a sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development. At higher temperatures, the PAGs can also undergo a thermal reaction to form a sulfonic acid. The perfluorinated substituent provides improved thermal stability and hydrolytic/nucleophilic stability.
Catalytic cross-benzoin/Michael/acetalization cascade for asymmetric synthesis of trifluoromethylated γ-butyrolactones
He, Xiang-Hong,Yang, Lei,Huang, Wei,Zhao, Qian,Pan, Xiao-Li,Jiang, Dao-Feng,Yang, Ming-Cheng,Peng, Cheng,Han, Bo
, p. 28960 - 28965 (2016/04/09)
A sequential NHC-amine catalytic cascade reaction has been developed to assemble aromatic aldehydes, trifluoroacetaldehyde ethyl hemiacetal and enals asymmetrically into CF3-substituted chiral γ-butyrolactone derivatives featuring vicinal quate
An NHC-Catalyzed Cross-Benzoin-Esterification Sequential Reaction for the Synthesis of Trifluoromethyl-Substituted α,β-Unsaturated Esters
Zhao, Qian,Feng, Li-Ying,Huang, Wei,He, Xiang-Hong,Peng, Cheng,Han, Bo
supporting information, p. 2034 - 2038 (2016/08/09)
Efficient preparation of synthetically important CF3-containing α,β-unsaturated esters is described using an NHC-catalyzed multicomponent reaction. This approach combines sequential NHC-mediated HOMO and LUMO activation to produce a C-C bond an
N-Heterocyclic Carbene Catalyzed Highly Chemoselective Intermolecular Crossed Acyloin Condensation of Aromatic Aldehydes with Trifluoroacetaldehyde Ethyl Hemiacetal
Ramanjaneyulu, Bandaru T.,Mahesh, Sriram,Vijaya Anand, Ramasamy
supporting information, p. 6 - 9 (2015/07/28)
A highly chemoselective intermolecular crossed acyloin condensation between aromatic aldehydes and trifluoroacetaldehyde ethyl hemiacetal has been developed under mild reaction conditions using N-heterocyclic carbene as a catalyst. A wide range of aromatic aldehydes bearing electron-withdrawing and -donating substituents underwent a smooth transformation to their corresponding trifluoromethyl containing acyloin derivatives in moderate to good yields. (Figure Presented).
Facile synthesis of aromatic unsymmetrical fluorine-containing acyloins through the reductive trifluoroacetylation of benzaldehyde and transposition of the carbonyl group
Maekawa, Hirofumi,Kudo, Masashi,Nishiyama, Yutaro,Shimizu, Kazuyuki,Abe, Mitsuhiro
, p. 2081 - 2087 (2014/03/21)
The reductive coupling reaction between benzaldehyde and ethyl trifluoroacetate in the presence of magnesium and chlorotrimethylsilane in N-methyl-2-pyrrolidinone gave the acetal of the corresponding coupling compound in good yields. The yield of the coup
HETEROARYLAMIDE LOWER CARBOXYLIC ACID DERIVATIVE
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Page/Page column 185, (2009/02/10)
To provide a novel compound which has S1P receptor agonistic activity, exhibits excellent immunosuppressing effect, gives less adverse side effects, and can be orally administered. The invention provides a compound represented by general formula (I) (wherein A is a single bond, -O-, or - CH2-; R1 represents a hydrogen atom or a C1-C6 alkyl group, and V represents any one group selected from among the following groups (1) to (3) : (1) -G1-, (2) -G2-N(R2) -G3-, and (3) a group represented by formula 2, wherein each of Z1 and Z2 represents a hydrogen atom or a C1-C6 alkyl group, Z3 represents a hydrogen or the like, Q represents -CH2-O- or the like, and Y represents a group represented by foumula 3, a salt thereof, or a solvate thereof.
Biocatalytic racemization of synthetically important functionalized α-hydroxyketones using microbial cells
Nestl, Bettina M.,Bodlenner, Anne,Stuermer, Rainer,Hauer, Bernhard,Kroutil, Wolfgang,Faber, Kurt
, p. 1465 - 1474 (2008/02/13)
Biocatalytic racemization of straight-chain and cyclic acyloins bearing (halo)alkyl, alkenyl and functionalized (hetero)aryl moieties was accomplished using whole resting cells of bacteria, fungi and yeasts. Mild physiological reaction conditions ensured the suppression of undesired side-reactions, such as elimination or condensation. This biocatalytic protocol represents a useful tool for the clean racemization of unwanted enantiomers of synthetically important α-hydroxyketones derived from kinetic resolution.
Ring-opening of 1-CF3-substituted epoxy ethers with carboxylic, thiocarboxylic, and phosphinic acids in basic medium and in hexafluoro-2-propanol
Iskra, Jernej,Bonnet-Delpon, Daniele,Begue, Jean-Pierre
, p. 3402 - 3410 (2007/10/03)
Ring-opening of 1-CF3-substituted epoxy ethers with carboxylic acids was achieved in Et3N as solvent, and α-CF3-substituted acyloins and corresponding esters were obtained in good yields. In hexafluoro-2-propanol (HFIP) as solvent, the carboxylic acids acted as nucleophiles, and a-carbonyloxy trifluoromethyl ketones were isolated in good yields. After reduction, CF3-substituted glycols were obtained as monoesters on one or the other hydroxy group. This reaction also allowed the preparation of α-carbonylsulfanyl- and α-phosphoryloxy trifluoromethyl ketones and corresponding alcohols. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
