4717-90-2Relevant academic research and scientific papers
Enantioselective vinylogous aldol reaction of acylphosphonates with 3-alkylidene oxindoles
Jaiswal, Manish K.,Singh, Ravi P.,Singh, Sanjay
supporting information, p. 7861 - 7866 (2021/09/28)
A simple strategy for yielding chiral tertiary α-hydroxy phosphonates that integrates two highly biologically relevant scaffolds namely 3-alkylidene-2-oxindoles and phosphonates has been described. The hydrogen bonding ability of the bifunctional thiourea catalyst allows simultaneous dual activation of a vinylogous oxindole nucleophile and an acylphosphonate electrophile, affording hydroxyphosphonato-3-alkylidene-2-oxindoles as aldol adducts in high yields (up to 92%) with excellent stereocontrol (up to 99% ee).
Catalytic enantioselective synthesis of chiral 4-hydroxy 4′-substituted pyrazolones by the vinylogous aldol reaction of pyrazole-4,5-diones with 3-alkylidene-2-oxindoles
Hore, Soumyadip,Kumar, Krishna,Singh, Bhuvnesh,Singh, Ravi P
supporting information, p. 13747 - 13750 (2021/08/16)
Here, a bifunctional quinine-derived benzamide catalyzed direct enantioselective vinylogous aldol reaction between 3-alkylidene-2-oxindoles and pyrazole-4,5-diones has been developed. This challenging protocol has been achievedviathe H-bonding dual activation mode of the catalyst. Highly functional rich pyrazolone moieties having an oxindole core have been obtained with an excellentE/Z(>19?:?1), and high yields along with moderate enantioselectivity.
Activating Effect of 3-Benzylidene Oxindoles on AMPK: From Computer Simulation to High-Content Screening
Novikova, Daria S.,Grigoreva, Tatyana A.,Ivanov, Gleb S.,Melino, Gerry,Barlev, Nickolai A.,Tribulovich, Vyacheslav G.
supporting information, p. 2521 - 2529 (2020/09/21)
AMP-activated protein kinase (AMPK) is currently the subject of intensive study and active discussions. AMPK performs its functions both at the cellular level, providing the switch between energy-consuming and energy-producing processes, and at the whole
A vinylogous Michael addition-triggered quadruple cascade reaction for the enantioselective generation of multiple quaternary stereocenters
Yang, Shu-Mei,Karanam, Praneeth,Wang, Min,Jang, Yeong-Jiunn,Yeh, Yu-Sheng,Tseng, Ping-Yao,Ganapuram, Madhusudhan Reddy,Liou, Yan-Cheng,Lin, Wenwei
supporting information, p. 1398 - 1401 (2019/02/05)
An efficient organocatalytic quadruple cascade reaction resulting in spiroxindole scaffolds bearing five quaternary stereocenters is reported. The complex cascade reaction is triggered by the scarcely explored vinylogous Michael addition of 3-alkylidene o
Advanced palladium free approach to the synthesis of substituted alkene oxindoles: Via aluminum-promoted Knoevenagel reaction
Novikova, Daria S.,Grigoreva, Tatyana A.,Zolotarev, Andrey A.,Garabadzhiu, Alexander V.,Tribulovich, Vyacheslav G.
, p. 34543 - 34551 (2018/10/24)
A synthetic route for the synthesis of C24, as well as for the design of focused libraries of direct AMPK activators was developed based on a convergent strategy. The proposed scheme corresponds to the current trends in C-H bond functionalization. The use of aluminum isopropoxide for the Knoevenagel condensation of oxindole with benzophenones is a noticeable point of this work.
Regio- and diastereoselective vinylogous Mannich addition of 3-alkenyl-2-oxindoles to α-fluoroalkyl aldimines
Liu, Yingle,Yang, Yi,Huang, Yangen,Xu, Xiu-Hua,Qing, Feng-Ling
supporting information, p. 67 - 72 (2015/02/19)
An efficient asymmetric vinylogous Mannich (AVM) addition reaction of 3-alkenyl-2-oxindoles to α-fluoroalkyl aldimines has been developed. This reaction provided various optical active α-alkylidene-δ-amino-δ-fluoroalkyl oxindoles in excellent yields, complete γ-site regioselectivity, and excellent diastereoselectivities.
An expedient synthesis of 3-alkylideneoxindoles by Ti(OiPr) 4/pyridine-mediated Knoevenagel condensation
Lee, Hyun Ju,Lim, Jin Woo,Yu, Jin,Kim, Jae Nyoung
, p. 1183 - 1187 (2014/02/14)
3-Alkylideneoxindoles have been prepared in excellent yields from oxindole and carbonyl compounds via an in situ generated titanium enolate of oxindole. (Z)-3-Alkylideneoxindoles could be synthesized selectively as major products from unsymmetrical ketones.
Vinylogous N,N-dimethylaminomethylenation of 3-[(1-substituted)ethylidene]- oxindoles with N,N-dimethylformamide dimethylacetal
Lee, Hyun Ju,Lee, Sangku,Yu, Jin,Kim, Jae Nyoung
, p. 2450 - 2454 (2014/05/06)
An efficient stereoselective synthesis of various 3-(3-dimethylaminoprop-2- enylidene)oxindoles has been disclosed. The compounds were synthesized via a vinylogous N,N-dimethylaminomethylenation at the γ-position of 3-[(1-substituted)ethylidene]oxindoles with DMF-DMA.
3-alkenyl-2-silyloxyindoles: An enabling, yet understated progeny of vinylogous carbon nucleophiles
Rassu, Gloria,Zambrano, Vincenzo,Tanca, Rossella,Sartori, Andrea,Battistini, Lucia,Zanardi, Franca,Curti, Claudio,Casiraghi, Giovanni
supporting information; experimental part, p. 466 - 470 (2012/03/08)
We introduce novel 3-alkenyl-2-silyloxyindole nucleophiles and demonstrate their utility by developing an unprecedented vinylogous Mukaiyama-type aldol reaction with aromatic aldehydes. This reaction displays excellent levels of γ-site selectivity and dia
NOVEL ALKENE OXINDOLE DERIVATIVES
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Page/Page column 13, (2011/04/18)
The present invention provides compounds of formula (I), as well as pharmaceutical acceptable salt thereof, wherein R1 to R7 have the significance given herein. The compounds are useful in the treatment of prophylaxis of diseases tha
