79419-75-3Relevant academic research and scientific papers
Transition-Metal-Free C-H Hydroxylation of Carbonyl Compounds
Chaudhari, Moreshwar B.,Sutar, Yogesh,Malpathak, Shreyas,Hazra, Anirban,Gnanaprakasam, Boopathy
, p. 3628 - 3631 (2017/07/15)
Transition metal and reductant free α-C(sp3)-H hydroxylation of carbonyl compounds are reported. This method is promoted by commercially available inexpensive KO-t-Bu and atmospheric air as an oxidant at room temperature. This unified strategy is also very facile for hydroxylation of various carbonyl compound derivatives to obtain quaternary hydroxyl compounds in excellent yield. A preliminary mechanistic investigation, supported by isotope labeling and computational studies, suggests the formation of a peroxide bond and its cleavage by in situ generated enolate.
An efficient and rapid synthesis of 3-hydroxy-3-alkyl-2-oxindoles via Zn-mediated barbier-type reaction under aqueous conditions
Chowhan, L Raju,Reddy, Marri Sameer,Kumar, Nandigama Satish
, p. 1205 - 1209 (2017/08/26)
A robust and rapid synthesis of 3-hydroxy-3-alkyl-2-oxindoles from isatins is described. This method introduces an ecofriendly, un-activated Zn dust, solid NH 4Cl and substrates under aqueous conditions, which has produced the product in modera
Ruthenium-catalyzed direct α-alkylation of amides using alcohols
Chaudhari, Moreshwar Bhagwan,Bisht, Girish Singh,Kumari, Pooja,Gnanaprakasam, Boopathy
supporting information, p. 9215 - 9220 (2016/10/13)
The highly efficient direct α-alkylation of unactivated amides has been accomplished using alcohols in the presence of the Ru-PNN catalyst (0.1 mol%) with a high turnover number. Using this approach, 2-oxindole was directly transformed into C3-alkylated 3-hydroxyindolin-2-one in one step without the use of any oxidant.
Chincona alkaloid-catalyzed enantioselective trifluoromethylthiolation of oxindoles
Yang, Tao,Shen, Qilong,Lu, Long
supporting information, p. 678 - 680 (2014/10/16)
An organocatalytic asymmetric trifluoromethylthiolation of 3-aryl or 3-alkyloxindoles employing a trifluoromethyl-substituted thioperoxide as the electrophilic trifluoromethylthiolating reagent was described. Reactions occurred in good to excellent enanti
Cp2ZrCl2-induced Reformatsky and Barbier reactions on isatins: An efficient synthesis of 3-substituted-3-hydroxyindolin-2-ones
Chouhan, Mangilal,Sharma, Ratnesh,Nair, Vipin A.
experimental part, p. 470 - 475 (2012/02/01)
A mild and rapid one-pot process for Reformatsky and Barbier reactions using a catalytic quantity of zirconocene dichloride (Cp2ZrCl 2) as a promoter and zinc as a terminal reductant at room temperature in dimethyl formamide was developed. The protocol has wide substrate suitability and afforded the desired 3-substituted-3-hydroxyindolin-2-ones from istains in good yields and short reaction time.
Catalytic enantioselective fluorination of oxindoles
Hamashima, Yoshitaka,Suzuki, Toshiaki,Takano, Hisashi,Shimura, Yuta,Sodeoka, Mikiko
, p. 10164 - 10165 (2007/10/03)
We have developed a highly efficient catalytic enantioselective fluorination of oxindole derivatives. In the presence of a catalytic amount of chiral Pd complex 2 (2.5 mol %), various substrates, including aryl- and alkyl-substituted oxindoles, were fluor
