1109280-52-5Relevant academic research and scientific papers
Directed Markovnikov hydroarylation and hydroalkenylation of alkenes under nickel catalysis
Apolinar, Omar,Deng, Ruohan,Engle, Keary M.,Li, Zi-Qi
, p. 11038 - 11044 (2021)
We report a full account of our research on nickel-catalyzed Markovnikov-selective hydroarylation and hydroalkenylation of non-conjugated alkenes, which has yielded a toolkit of methods that proceed under mild conditions with alkenyl sulfonamide, ketone, and amide substrates. Regioselectivity is controlled through catalyst coordination to the native Lewis basic functional groups contained within these substrates. To maximize product yield, reaction conditions were fine-tuned for each substrate class, reflecting the different coordination properties of the directing functionality. Detailed kinetic and computational studies shed light on the mechanism of this family of transformations, pointing to transmetalation as the turnover-limiting step.
Microwave-Assisted Condensation of Benzylic Alcohols and Alkynes Promoted by Zinc Halides: Concise Access to Alkenyl Halides
Goel, Komal,Nandi, Poulomi,Satyanarayana, Gedu,Sreenivasulu, Chinnabattigalla
, p. 4851 - 4860 (2021/11/17)
A simple Lewis acid-mediated route for the synthesis of alkenyl halides are described under microwave-assisted conditions. The reaction proceeds through the condensation between secondary alcohols and terminal acetylenes and regioselective hydrohalogenati
Gold meets rhodium: Tandem one-pot synthesis of β-disubstituted ketones via meyer-schuster rearrangement and asymmetric 1,4-addition
Hansmann, Max M.,Hashmi, A. Stephen K.,Lautens, Mark
, p. 3226 - 3229 (2013/07/26)
An asymmetric one-pot tandem Au/Rh-catalyzed synthesis of highly enantioenriched β-disubstituted ketones starting from racemic propargyl alcohols is disclosed. The compatibility of the two metal complexes (Au/Rh) and their orthogonal ligand systems (NHC/d
Iron(III)-catalyzed addition of benzylic alcohols to aryl alkynes - A new synthesis of substituted aryl ketones
Jana, Umasish,Biswas, Srijit,Maiti, Sukhendu
experimental part, p. 5798 - 5804 (2009/06/08)
A new, efficient and direct addition of benzylic alcohols with terminal aryl alkynes was developed with the inexpensive, non-toxic, FeCl3 catalyst in nitromethane. The reaction provides a simple method for the synthesis of substituted aryl ketones under mild conditions, and the reaction is highly atom-economical. Several substituted terminal alkynes underwent smooth reaction with various substituted benzylic alcohols. The electron-rich alkynes reacted more efficiently and gave higher yields than did the neutral or electron-deficient alkynes. A wide range of functional groups were tolerated in the developed protocol. The intermediate of this reaction was isolated, and a possible mechanism has been proposed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
