4679-83-8Relevant academic research and scientific papers
Palladium Nanoparticle-Catalyzed Stereoselective Domino Synthesis of All-Carbon Tetrasubstituted Olefin Containing Oxindoles via Carbopalladation/C-H Activation
Parveen, Naziya,Sekar, Govindasamy
, p. 10514 - 10524 (2020/09/02)
The binaphthyl stabilized palladium nanoparticles (Pd-BNP) catalyzed single-step, stereoselective domino synthesis of symmetrically and unsymmetrically all-carbon tetrasubstituted olefin containing oxindoles from readily accessible anilides has been devel
Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles
Bisht, Girish Singh,Pandey, Akanksha M.,Chaudhari, Moreshwar B.,Agalave, Sandip G.,Kanyal, Abhishek,Karmodiya, Krishanpal,Gnanaprakasam, Boopathy
supporting information, p. 7223 - 7229 (2018/10/23)
Ru(ii)-NHC catalyzes α-olefination of 2-oxindoles using diaryl methanols in the absence of an acceptor. A wide array of symmetrical and unsymmetrical diaryl methanols undergoes dehydrogenative coupling with 2-oxindole selectively to generate various substituted 3-(diphenylmethylene)indolin-2-one derivatives in good yields and produces environmentally benign by-products, H2 and H2O. This methodology was successfully applied for the synthesis of a bioactive drug i.e. TAS-301. The biological activities of the synthesized 3-(diphenylmethylene)indolin-2-one derivatives were screened against the Plasmodium falciparum parasite and found to exhibit a significant activity with IC50 = 2.24 μM.
Consecutive one-pot versus domino multicomponent approaches to 3-(Diarylmethylene)oxindoles
Park, Sunhwa,Lee, Jiyun,Shin, Kye Jung,Oh, Euichaul,Seo, Jae Hong,Bunce, Richard A.
, (2017/04/03)
Based on consecutive one-pot conditions combining three palladium-catalyzed reactions (Sonogashira, Heck and Suzuki-Miyaura reactions), a more efficient domino multicomponent method has been successfully developed to access a wide variety of 3-(diarylmethylene)oxindoles. Microwave irradiation and use of a silver salt were the most important factors to achieve high yields and stereoselectivity.
Palladium-catalyzed one-pot approach to 3-(Diarylmethylene)oxindoles from propiolamidoaryl triflate
Lee, Dahye,Park, Sunhwa,Yu, Yoseb,Shin, Kye Jung,Seo, Jae Hong
, p. 14022 - 14032 (2015/09/21)
3-(Diarylmethylene)oxindoles have been synthesized from propiolamidoaryl triflate utilizing a palladium-catalyzed one-pot reaction consisting of three successive reactions: Sonogashira, Heck, and Suzuki-Miyaura. This method allows for the production of a complex skeleton of 3-(diarylmethylene)oxindole from propiolamidoaryl triflate using a commercially available aryl iodide and arylboronic acid in a simple and efficient way with moderate yield and stereoselectivity.
Palladium-Catalyzed Tandem Approach to 3-(Diarylmethylene)oxindoles Using Microwave Irradiation
Park, Sunhwa,Shin, Kye Jung,Seo, Jae Hong
supporting information, p. 2296 - 2300 (2015/09/28)
We developed a rapid and efficient microwave-assisted tandem reaction for the synthesis of 3-(diarylmethylene)oxindoles. Three palladium-catalyzed reactions (Sonogashira, Heck, and Suzuki-Miyaura reactions) were combined under microwave irradiation conditions to produce 3-(diarylmethylene)oxindoles from simple propiolamides, aryl iodides, and arylboronic acids. The addition of Ag3PO4 enhanced the yield and stereoselectivity of the tandem reaction significantly.
Room-temperature palladium-catalyzed intramolecular oxidative aminocarbonylation of vinylic C(sp2)-H bonds with amines and CO
Yang, Xu-Heng,Li, Kai,Song, Ren-Jie,Li, Jin-Heng
supporting information, p. 616 - 623 (2014/02/14)
A new, mild route to access 3-methyleneindolin-2-ones is presented that proceeds through a room-temperature, palladium-catalyzed intramolecular oxidative aminocarbonylation of alkenes with amines and CO. This method represents a new aminocarbonylation str
Room-Temperature Palladium-Catalyzed Intramolecular Oxidative Aminocarbonylation of Vinylic C(sp2)-H Bonds with Amines and CO
Yang, Xu-Heng,Li, Kai,Song, Ren-Jie,Li, Jin-Heng
, p. 616 - 623 (2015/10/05)
A new, mild route to access 3-methyleneindolin-2-ones is presented that proceeds through a room-temperature, palladium-catalyzed intramolecular oxidative aminocarbonylation of alkenes with amines and CO. This method represents a new aminocarbonylation str
Palladium-catalyzed oxidative arylation of trisubstituted olefin: An efficient synthesis of 3-(disubstituted)alkylidene-oxindoles
Lee, Hyun Ju,Kim, Ko Hoon,Kim, Se Hee,Kim, Jae Nyoung
, p. 170 - 175 (2013/02/21)
A palladium-catalyzed oxidative arylation of 3-(monosubstituted)alkylidene- oxindoles with arenes afforded 3-(disubstituted)alkylidene-oxindoles in good to moderate yields.
Synthesis of 3-(diarylmethylene)oxindoles via a palladium-catalyzed one-pot reaction: Sonogashira-heck-suzuki-miyaura combined reaction
Dong, Guang Ri,Park, Sunhwa,Lee, Dahye,Shin, Kye Jung,Seo, Jae Hong
, p. 1993 - 1997 (2013/09/24)
A novel one-pot reaction for the synthesis of 3-(diarylmethylene)oxindoles is described. The reaction involves the successive combination of three palladium-catalyzed reactions (Sonogashira, Heck, and Suzuki-Miyaura reactions). This method enables the rapid synthesis of various 3-(diarylmethylene)oxindoles from simple propiolamides. The addition of silver salts dramatically enhanced the E/Z stereoselectivity of the reaction. Georg Thieme Verlag Stuttgart, New York.
Selective synthesis of 3-aryl quinolin-2(1H)-ones and 3-(1-arylmethylene) oxindoles involving a 2-fold arene C-H activation process
Tang, Dong-Jun,Tang, Bo-Xiao,Li, Jin-Heng
supporting information; experimental part, p. 6749 - 6755 (2009/12/31)
(Chemical Equation Presented) A novel and selective palladium-catalyzed C-H activation protocol has been developed for the synthesis of 3-aryl quinolin-2(1H)-ones and 3-(1-arylmethylene)oxindoles with use of PivOH as the switch. In the presence of Pd(OAc)
