5537-76-8Relevant academic research and scientific papers
Selective C-C Bond Cleavage of Cycloalkanones by NaNO2/HCl
He, Tianyu,Chen, Dengfeng,Qian, Shencheng,Zheng, Yu,Huang, Shenlin
, p. 6525 - 6529 (2021/09/02)
A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.
Visible Light-Driven, Copper-Catalyzed Aerobic Oxidative Cleavage of Cycloalkanones
Xin, Hong,Duan, Xin-Hua,Yang, Mingyu,Zhang, Yiwen,Guo, Li-Na
, p. 8263 - 8273 (2021/06/30)
A visible light-driven, copper-catalyzed aerobic oxidative cleavage of cycloalkanones has been presented. A variety of cycloalkanones with varying ring sizes and various α-substituents reacted well to give the distal keto acids or dicarboxylic acids with moderate to good yields.
Azolium/Hydroquinone Organo-Radical Co-Catalysis: Aerobic C?C-Bond Cleavage in Ketones
Nakatsuji, Yuya,Kobayashi, Yusuke,Masuda, Sakyo,Takemoto, Yoshiji
supporting information, p. 2633 - 2637 (2021/02/03)
Organo-radical catalysts have recently attracted great interest, and the development of this field can be expected to broaden the applications of organocatalysis. Herein, the first example of a radical-generating system is reported that does not require any photoirradiation, radical initiators, or preactivated substrates. The oxidative C?C-bond cleavage of 2-substituted cyclohexanones was achieved using an azolium salt and a hydroquinone as co-catalysts. A catalytic mechanism was proposed based on the results of diffusion-ordered spectroscopy and cyclic voltammetry measurements, as well as computational studies.
Solid-supported cross-metathesis and a formal alkane metathesis for the generation of biologically relevant molecules
Mndez, Luciana,Mata, Ernesto G.
, p. 81 - 86 (2015/08/18)
Solid-phase synthetic strategies toward the generation of libraries of biologically relevant molecules were developed using olefin cross-metathesis as a key step. It is remarkably the formal alkane metathesis based on a one-pot, microwave-assisted, ruthenium-catalyzed cross-metathesis and reduction to obtain Csp3-Csp3 linkages.
Novel synthetic inhibitors of selectin-mediated cell adhesion: Synthesis of 1,6-bis[3-(3-carboxymethylphenyl)-4-(2-α-D-mannopyranosyloxy)phenyl] hexane (TBC1269)
Kogan, Timothy P.,Dupré, Brian,Bui, Huong,McAbee, Kathy L.,Kassir, Jamal M.,Scott, Ian L.,Hu, Xin,Vanderslice, Peter,Beck, Pamela J.,Dixon, Richard A. F.
, p. 1099 - 1111 (2007/10/03)
Reports of a high-affinity ligand for E-selectin, sialyl di-Lewis(x) (sLe(x)Le(x), 1), motivated us to incorporate modifications to previously reported biphenyl-based inhibitors that would provide additional interactions with the protein. These compounds were assayed for the ability to inhibit the binding of sialyl Lewis(x) (sLe(x), 2) bearing HL-60 cells to E-, P-, and L- selectin fusion proteins. We report that dimeric or trimeric compounds containing multiple components of simple nonoligosaccharide selectin antagonists inhibit sLe(x)-dependent binding with significantly enhanced potency over the monomeric compound. The enhanced potency is consistent with additional binding interactions within a single selectin lectin domain; however, multivalent interaction with multiple lectin domains as a possible alternative cannot be ruled out. Compound 15e (TBC1269) showed optimal in vitro activity from this class of antagonists and is currently under development for use in the treatment of asthma.
The Stability of Allylic and Vinylic Deuterium Atoms During the Lithium/Ammonia Reduction of Some Styrenoid Systems
Collins, David J.,Molinski, Tadeusz F.,Sjoevall, Jan
, p. 361 - 370 (2007/10/02)
Reduction of 2-(p-methoxyphenyl)cyclohexan-1-one (8) with lithium aluminium deuteride followed by acetylation gave trans-1-acetoxy-2-(p-methoxyphenyl)(1-2H1)cyclohexane (10b).Base-catalysed deuteration of 2-(p-methoxyphenyl)cyclohexan-1-one (8) afforded t
Dibenz[b,e]oxepinalkanoic acids as nonsteroidal antiinflammatory agents. 3. ω (6,11 Dihydro 11 oxodibenz[b,e]oxepin 2 yl)alkanoic acids
Aultz,McFadden,Lassman
, p. 1499 - 1501 (2007/10/13)
ω-(6,11-Dihydro-11-oxodibenz[b,e]oxepin-2-yl)butyric,-hexanoic, and -octanoic acids were evaluated in the carrageenan paw edema assay. The most active compound, the butyric acid analogue, was 1.80 times more potent than the hexanoic compound, 1.15 times m
