66447-82-3Relevant academic research and scientific papers
Diastereoselective trans Cyclopropanation of 3-Alkylidene Oxindoles with in Situ Generated α-Diazo Carbonyls or α,β-Unsaturated Diazo Compounds
Pramanik, Sayan,Ray, Suman,Maity, Suvendu,Ghosh, Prasanta,Mukhopadhyay, Chhanda
supporting information, p. 2240 - 2252 (2021/03/18)
An efficient diastereoselective trans cyclopropanation of 3-alkylidene oxindoles with in situ generated α-diazo carbonyl compounds or α,β-unsaturated diazo compounds under metal-free conditions has been developed to synthesize 3-spirocyclopropyl-2-oxindol
Phosphine-Catalyzed Interrupted Morita–Baylis–Hillman Reaction and Switchable Domino Reactions of α-Substituted Activated Olefins with Formaldehyde and Mechanism Elucidation
Gu, Jing,Xiao, Ben-Xian,Ouyang, Qin,Du, Wei,Chen, Ying-Chun
, p. 155 - 160 (2019/01/21)
3-Olefinic oxindoles can undergo interrupted Morita-Baylis-Hillman reaction with formaldehyde. Apart from the previous reported dephosphoration to access reductive aldol-type products, here we uncovered that completely different pathways were followed by tuning the substitutions of 3-olefinic oxindoles. In combination with formalin, an unexpected domino phosphorus-ylide formation, aldol-type addition, hemeacetal formation and O-substitution process was observed to produce 1,3-dioxolane derivatives. Moreover, a switchable sequence to produce formate derivatives via a key hydride transfer process was furnished by simply replacing formalin with paraformaldehyde. Density functional theory calculations were conducted to well elucidate the catalytic reaction mechanism.
Access to 3-Prenylated Oxindoles by α-Regioselective Prenylation: Application to the Synthesis of (±)-Debromoflustramine e
Li, De-Feng,Liu, Kun,Jiang, Yi-Xuan,Gu, Yan,Zhang, Jing-Ru,Zhao, Li-Ming
supporting information, p. 1122 - 1125 (2018/02/23)
The development of a rapid, highly efficient, and one-pot synthesis of C3-α-prenylated oxindoles with simple reagents is described. The process is based on zinc-mediated α-regioselective prenylation of 3-acylidene-oxindole with commercially available pren
Design, synthesis and molecular docking of novel structural hybrids of substituted isatin based pyrazoline and thiadiazoline as antitumor agents
Gangarapu, Kiran,Thumma, Gouthami,Manda, Sarangapani,Jallapally, Anvesh,Jarapula, Ravi,Rekulapally, Sriram
, p. 819 - 829 (2017/03/06)
Cancer, which is considered to be the world’s most serious illness cause 8.2 million deaths and this rate may double by 2030. We herein report a new series of 3-(2-(p-substituted)-2-((5-phenyl-1,3,4-thiadiazol-2-yl)imino)-2-(p-substituted)ethylidene)indolin-2-one (15–19) and 5-substituted-5′-substituted phenyl-2′,4′-dihydrospiro[indoline-3,3′-pyrazol]-2-one derivatives (20–24) as potent anticancer agents. These compounds were evaluated for in vitro antitumor activity against the National Cancer Institute panel of 60 cancer cell lines. Among all the synthesized compounds, two compounds 15 and 16 showed remarkable antitumor activity with GI50 (MG-MID) values of 0.65 & 0.72 μM, respectively against Non-small cell lung cancer. To gain insight for mode of binding with Epidermal Growth Factor Receptor kinase enzyme, these compounds were further subjected to docking studies.
Squaramide-Catalyzed Enantioselective Cascade Approach to Bispirooxindoles with Multiple Stereocenters
Zhao, Bo-Liang,Du, Da-Ming
supporting information, p. 3992 - 3998 (2016/12/30)
A bifunctional squaramide-catalyzed Michael/Michael cascade reaction for the construction of spirotetrahydrofuran bispirooxindoles was developed. The products were obtained in moderate to excellent yields with excellent diastereo- and enantioselectivities
Corrosion inhibition effect of spiropyrimidinethiones on mild steel in 15% HCl solution: Insight from electrochemical and quantum studies
Yadav,Sinha,Kumar, Sumit,Sarkar
, p. 70832 - 70848 (2015/09/08)
The effect of synthesized spiropyrimidinethiones, namely, 6′-(4-methoxyphenyl)-1′-phenyl-2′-thioxo-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyrimidine]-2-one (MPTS) and 6′-(4-methoxyphenyl)-1′-phenyl-2′-thioxo-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyrimidine
Photophysical study of some 3-benzoylmethyleneindol-2-ones and estimation of ground and excited states dipole moments from solvatochromic methods using solvent polarity parameters
Saroj, Manju K.,Sharma, Neera,Rastogi, Ramesh C.
experimental part, p. 73 - 86 (2012/04/04)
3-Benzoylmethyleneindol-2-ones, isatin based chalcones containing donor and acceptor moieties that exhibit excited-state intramolecular charge transfer, have been studied in different solvents by absorption and emission spectroscopy. The excited state beh
Facile chemoselective synthesis of novel 6-aryl-12H-indolo[2,3-e][l,4] benzodiazocine derivatives by the reaction of 3 -aroylmethylene-2H-indol-2-ones with o-phenylenediamine
Singh, Pahup,Dandia, Anshu,Khandelwal, Poonam
experimental part, p. 1135 - 1139 (2010/10/21)
Syntheses of 6-aryl-12H-indolo[2,3-e][l,4]benzodiazocine derivatives 8 have been achieved for the first time by the reaction of 3-aroylmethylene-2H-indol- 2-ones 4 with o-phenylenediamine 5 While the analogous reaction of 4 with ethylene diamine 9 resulte
Synthesis of spiro heterocyclic compounds
Ibrahim, Mohamed N.,El-Messmary, Mohamed F.,Elarfi, Mohamed G.A.
experimental part, p. 55 - 58 (2011/01/03)
Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives (II), dehydration of (II) gave 3-phenacylidene-2-indolinone derivatives (III). Condensation of (III) with hydrazine hydrate, phenylhydrazine and phenylthiourea
