86774-65-4Relevant academic research and scientific papers
Conversion of Aldehydes to Branched or Linear Ketones via Regiodivergent Rhodium-Catalyzed Vinyl Bromide Reductive Coupling-Redox Isomerization Mediated by Formate
Swyka, Robert A.,Shuler, William G.,Spinello, Brian J.,Zhang, Wandi,Lan, Chunling,Krische, Michael J.
supporting information, p. 6864 - 6868 (2019/05/10)
A regiodivergent catalytic method for direct conversion of aldehydes to branched or linear alkyl ketones is described. Rhodium complexes modified by PtBu2Me catalyze formate-mediated aldehyde-vinyl bromide reductive coupling-redox isomerization to form branched ketones. Use of the less strongly coordinating ligand, PPh3, promotes vinyl-to allylrhodium isomerization en route to linear ketones. This method bypasses the 3-step sequence often used to convert aldehydes to ketones involving the addition of pre-metalated reagents to Weinreb or morpholine amides.
Hexafluoro-2-propanol-Promoted Intermolecular Friedel-Crafts Acylation Reaction
Vekariya, Rakesh H.,Aubé, Jeffrey
supporting information, p. 3534 - 3537 (2016/08/16)
The intermolecular Friedel-Crafts acylation was carried out in hexafluoro-2-propanol to yield aryl and heteroaryl ketones at room temperature without any additional reagents.
Fast photochromic sterically hindered benzo[1,3]oxazines
Prostota, Yaroslav,Coelho, Paulo Jorge,Pina, Jo?o,Seixas De Melo, Jo?o
experimental part, p. 59 - 65 (2011/02/23)
A series of new substituted benzo[1,3]oxazines presenting bulky substituents on the chiral oxazine centre were prepared from isopropyl ketones or substituted cyclohexanones. Laser irradiation of these uncoloured compounds in solution promotes the cleavage
The Chemistry of Nitrilium Salts. Part 3. The Importance of Triazinium Salts in Houben-Hoesch Reactions Catalyzed by Trifluoromethanesulphonic Acid
Amer, Muhannad I.,Booth, Brian L.,Noori, Ghazi F. M.,Proenca, M. Fernanda J. R. P.
, p. 1075 - 1082 (2007/10/02)
In the presence of trifluoromethanesulphonic (triflic) acid, isobutyronitrile reacts with anisole, 1,3-dimethoxybenzene, resorcinol, 1,3,5-trimethoxybenzene, and phloroglucinol at room temperature to give acylation products.A study of the reactions of acetonitrile and isobutyronitrile with triflic acid has shown that these modified Houben-Hoesch reactions occur by initial cyclotrimerization of the nitriles to 1,3,5-triazinium triflate salts followed by a slow reaction of the salts with the aromatic substrate.Support for this comes from the isolation of 2-(4-methoxyphenyl)-2,4,6-tri-isopropyl-1,2-dihydro-1,3,5-triazine from the reaction between anisole, triflic acid, and isobutyronitrile.Similar 1,2-dihydro-s-triazines and their salts have been prepared by reaction of trimethyl-s-triazinium triflate with 1,3-(MeO)2C6H4, and tri-isopropyl-s-triazinium triflate with 1,3-(RO)2C6H4 (R = H or Me) and 1,3,5-(MeO)3C6H3; these salts are easily hydrolyzed to the corresponding aromatic ketones.The salt +23SCF3 also reacts with o-phenylenediamine to give 2-methylbenzimidazolinium triflate in 83percent yield.Nitrilium salts NMe>+NMe>+3SCF3 at room temperature.
