40309-46-4Relevant academic research and scientific papers
In- or In(I)-employed diastereoselective Reformatsky-type reactions with ketones: 1H NMR investigations on the active species
Babu, Srinivasarao Arulananda,Yasuda, Makoto,Shibata, Ikuya,Baba, Akio
, p. 4475 - 4478 (2004)
(Chemical equation presented) An efficient In- or In(I)-based stereoselective C-C bond formation is reported; the diastereoselective Reformatsky-type reactions of ketones. The predominant formations of anti isomers, confirmed by the X-ray structure analys
Reformatsky and Blaise reactions in flow as a tool for drug discovery. One pot diversity oriented synthesis of valuable intermediates and heterocycles
Huck,Berton,De La Hoz,Díaz-Ortiz,Alcázar
supporting information, p. 1420 - 1424 (2017/05/12)
The application of Reformatsky and Blaise reactions for the preparation of a diverse set of valuable intermediates and heterocycles in a one-pot protocol is described. To achieve this goal, a greener activation protocol for zinc in flow conditions has been developed to introduce this metal efficiently into α-bromoacetates. The organozinc compounds were added to a diverse set of ketones and nitriles to obtain a wide range of functional groups and heterocyclic systems.
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.
Inductive heating with magnetic materials inside flow reactors
Ceylan, Sascha,Coutable, Ludovic,Wegner, Jens,Kirschning, Andreas
supporting information; experimental part, p. 1884 - 1893 (2011/03/21)
Superparamagnetic nanoparticles coated with silica gel or alternatively steel beads are new fixed-bed materials for flow reactors that efficiently heat reaction mixtures in an inductive field under flow conditions. The scope and limitations of these novel heating materials are investigated in comparison with conventional and microwave heating. The results suggest that inductive heating can be compared to microwave heating with respect to rate acceleration. It is also demonstrated that a very large diversity of different reactions can be performed under flow conditions by using inductively heated flow reactors. These include transfer hydrogenations, heterocyclic condensations, pericyclic reactions, organometallic reactions, multicomponent reactions, reductive cyclizations, homogeneous and heterogeneous transition-metal catalysis. Silica-coated iron oxide nanoparticles are stable under many chemical conditions and the silica shell could be utilized for further functionalization with Pd nanoparticles, rendering catalytically active heatable iron oxide particles.
Metal chloride-promoted aldol reaction of α-dimethylsilylesters with aldehydes, ketones, and α-enones
Miura, Katsukiyo,Nakagawa, Takahiro,Hosomi, Akira
, p. 1917 - 1921 (2007/10/03)
In the presence of a catalytic amount of LiCl, α-dimethylsilylesters (α-DMS-esters) 1 smoothly reacted with various aldehydes at 30°C to give aldols in good to high yields. On the other hand, the aldol reaction with ketones was effectively promoted by MgCl2 rather than by LiCl. α-Enones also underwent the metal chloride-promoted addition of 1 at the carbonyl carbon or β-carbon. Georg Thieme Verlag Stuttgart.
In- or In(I)-employed tailoring of the stereogenic centers in the Reformatsky-type reactions of simple ketones, a-alkoxy ketones, and β-keto esters
Babu, Srinivasarao Arulananda,Yasuda, Makoto,Shibata, Ikuya,Baba, Akio
, p. 10408 - 10419 (2007/10/03)
Comprehensive studies were carried out on efficient In- or In(I)-based diastereoselective Reformatsky-type reactions of simple ketones, α-alkoxy ketones, and β-keto esters. High anti selectivity was established in the addition of the branched α-halo ester
Reformatsky reaction of α-chloroesters with carbonyl compounds with commercially available zinc
Chavan, Subhash P.,Shivasankar,Sivappa
, p. 406 - 407 (2007/10/03)
The condensation of α-chloroesters with aliphatic as well as aromatic ketones with commercially available zinc without any external metal additives is described.
Rhodium-catalyzed reformatsky-type reaction
Kanai, Kazuo,Wakabayashi, Hitoshi,Honda, Toshio
, p. 2549 - 2551 (2007/10/03)
(equation presented) A novel Reformatsky-type reaction was developed using RhCl(PPh3)3 and diethylzinc. Inter- and intramolecular Reformatsky-type reactions were achieved efficiently under mild reaction conditions to give β-hydroxy esters.
Low-valent Tantalum-mediated Reaction
Aoyagi, Yutaka,Tanaka, Wataru,Ohta, Akihiro
, p. 1225 - 1226 (2007/10/02)
Treatment of a mixture of α-halogeno-esters and carbonyl compounds with low valent tantalum prepared readily from tantalum(V) chloride and activated zinc, afforded β-hydroxy esters in moderate to good yields.
One-pot Preparation of β-Hydroxy Esters Catalysed by a Bis(cyclopentadienyl)titanium(IV) Dichloride-Zinc System
Ding, Yu,Zhao, Gang
, p. 941 - 942 (2007/10/02)
The reaction of α-haloesters with carbonyl compounds catalysed by Cp2TiCl2(cat.)-Zn gives β-hydroxy esters.
