36150-58-0Relevant academic research and scientific papers
Palladium-Catalysed Construction of All-Carbon Quaternary Centres with Propargylic Electrophiles: Challenges in the Simultaneous Control of Regio-, Chemo- and Enantioselectivity
Kenny, Miles,Schr?der, Sybrin P.,Taylor, Nicholas J.,Jackson, Paula,Kitson, Daniel J.,Franckevi?ius, Vilius
, p. 1796 - 1814 (2018/04/05)
This article describes the palladium-catalysed three-component coupling of 1,3-dicarbonyl compounds with nucleophiles and propargylic electrophiles for the generation of quaternary all-carbon centres in a single step, which necessitates the simultaneous control of regio-, chemo- and enantioselectivity. The use of propargyl enol carbonates, the source of two of the components, was found to be essential in maintaining high levels of regiocontrol and chemoselectivity, whereas a careful analysis of p K a trends of O-, C- and N-nucleophiles as the other coupling partner indicates that the highest levels of selectivity are likely to be obtained with relatively acidic species, such as phenols, 1,3-dicarbonyl compounds and aromatic N-heterocycles. Finally, studies towards the development of the catalytic enantioselective construction of quaternary all-carbon centres by means of alkenylation and allylic alkylation are disclosed.
Gold-catalyzed ring-expansion through acyl migration to afford furan-fused polycyclic compounds
Zhang, Changyuan,Jiang, Huanfeng,Zhu, Shifa
supporting information, p. 2677 - 2680 (2017/03/10)
A gold-catalyzed ring-expansion reaction of alkynones to access furan-fused polycyclic compounds is reported. Mechanistic studies revealed that the reaction might occur through a tandem 1,2-acyl migration/Friedel-Crafts reaction.
Discovery of 2-(1H-indazol-1-yl)-thiazole derivatives as selective EP 1 receptor antagonists for treatment of overactive bladder by core structure replacement
Atobe, Masakazu,Naganuma, Kenji,Kawanishi, Masashi,Morimoto, Akifumi,Kasahara, Ken-Ichi,Ohashi, Shigeki,Suzuki, Hiroko,Hayashi, Takahiko,Miyoshi, Shiro
, p. 1327 - 1333 (2014/03/21)
We have designed a series of potent EP1 receptor antagonists. These antagonists are a series of 2-(1H-indazol-1-yl)-thiazoles in which the core structure was replaced with pyrazole-phenyl groups. In preliminary conscious rat cystometry experiments, two representative candidates, 2 and 22, increased bladder capacity. In particular, the increase using 22 was approximately 2-fold that of the baseline. More detailed profiling of this compound and further optimization of this series promises to provide a novel class of drug for treating overactive bladder (OAB).
Iridium-catalyzed reaction of enones with alcohols affording 1,3-diketones
Obora, Yasushi,Nakamura, Kazuhiro,Hatanaka, Shintaro
supporting information; experimental part, p. 6720 - 6722 (2012/07/17)
An iridium-catalyzed coupling reaction of alcohols with enones has been successfully developed providing access to 1,3-diketones with high selectivity in good yields. This reaction provides an atom-economical route to 1,3-diketones from readily available
Regioselectivity switch: Gold(I)-catalyzed oxidative rearrangement of propargyl alcohols to 1,3-diketones
Hashmi, A. Stephen K.,Wang, Tao,Shi, Shuai,Rudolph, Matthias
, p. 7761 - 7767 (2012/11/07)
The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.
1,3-Diarylcycloalkanopyrazoles and diphenyl hydrazides as selective inhibitors of cyclooxygenase-2
Sui, Zhihua,Guan, Jihua,Ferro, Michael P.,McCoy, Kathy,Wachter, Michael P.,Murray, William V.,Singer, Monica,Steber, Michele,Ritchie, Dave M.,Argentieri, Dennis C.
, p. 601 - 604 (2007/10/03)
Novel 1,3-diarylcycloalkanopyrazoles 1, and diphenyl hydrazides 2 were identified as selective inhibitors of cyclooxygenase-2. The 1,3-diaryl substitution pattern of the pyrazole ring in 1 differentiates these compounds from most of the known selective COX-2 inhibitors that contain two aryl rings at the adjacent positions on a heterocyclic or a phenyl ring. Similarly, the two phenyl rings in 2 are also separated by three atoms. SAR of both phenyl rings in 1 and 2, and the aliphatic ring in 1 will be discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.
