118665-81-9Relevant academic research and scientific papers
Synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by a palladium-catalyzed three-component reaction
Horino, Yoshikazu,Sakamoto, Juri,Murakami, Miki,Sugata, Miki
, p. 1323 - 1327 (2020/08/21)
A synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by using a palladium-catalyzed three-component reaction has been developed. This method shows good functional-group compatibility and generality, with high diastereoselectivity. Additionally, in many cases, the present method controls the alkene stereochemistry of the newly formed C-C bond and overcomes the inherent preference for (E)-alkene formation, giving (Z, E)- and (Z, Z)-products.
An alternative to nitromethane as solvent: The promoting influence of nitro-functionalized imidazolium salts for synthesis and catalysis
Ren, Yajun,Li, Minghao,Yang, Jie,Peng, Jiajian,Gu, Yanlong
experimental part, p. 3473 - 3484 (2012/02/04)
Nitromethane, a volatile and toxic organic compound, is commonly used as solvent for organic and catalytic reactions. In order to find an alternative for this specific nitro-containing organic solvent, the performance of some nitro-functionalized imidazolium salts such as 1-methyl-3-(4-nitrobenzyl) imidazolium hexafluorophosphate, 1-methyl-3-(4-nitrobenzyl)imidazolium tetrafluoroborate, 1-methyl-3-(4-nitrobenzyl)imidazolium bis(trifluoromethanesulfonyl)amide and 1,2-dimethyl-3-(4- nitrobenzyl) imidazolium hexafluorophosphate, was examined in some reactions including trimethylsilylation of alcohols with hexamethyldisilazane, ring-opening reactions of 2-aryl-3,4-dihydropyrans with thiophenols or thiols, and a copper- mediated oxidative coupling of alkynes. As expected, these imidazolium salts can indeed replace nitromethane in these reactions. Particularly, the imidazolium salt along with the metal catalyst, if involved, can be easily recovered and reused without significant loss of activity. The use of these nitro-functionalized imidazolium salts as alternative solvents for nitromethane not only confers a green aspect to the reaction system, but also facilitates a rational design of a catalytic system with the concept of green chemistry. Copyright
SN2′ boron-mediated Mitsunobu reactions - A new one-pot three-component synthesis of substituted enamides and enol benzoates
Berree, Fabienne,Gernigon, Nicolas,Hercouet, Alain,Chia, Hui Lin,Carboni, Bertrand
supporting information; experimental part, p. 329 - 333 (2009/07/04)
The conversion of (3-hydroxy-1-propen-1-yl)boronates to substituted enamides and enol benzoates is readily achieved in a one-pot procedure consisting of a regiocontrolled Mitsunobu reaction with convenient nucleophiles, followed by allylboration of aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.
Synthesis and some transformations of silicon-containing diacetylenic diols
Novokshonov,Medvedeva,Demina,Safronova,Voronkov
, p. 1426 - 1431 (2007/10/03)
Reactions of dihalosilanes with Iotsitch compounds derived from acetylenic alcohols or the corresponding trimethylsilyl ethers gave a number of previously unknown silicon-containing diacetylenic diols. Oxidation of bis(3-hydroxy-1-propynyl)dimethylsilane with activated MnO2 or pyridinium chlorochromate yielded bis(2-formyl-1-ethynyl)dimethylsilane which was isolated as the corresponding 2,4-dinitrophenylhydrazone. 3-Dimethylsilyl-2-propyn-1-al possessing a Si-H bond and trimethylsilyl ethers of some acetylenic alcohols were synthesized for the first time.
