34589-99-6Relevant articles and documents
Access to Diarylmethanols by Wittig Rearrangement of ortho-, meta-, and para-Benzyloxy- N-Butylbenzamides
Aitken, R. Alan,Harper, Andrew D.,Inwood, Ryan A.,Slawin, Alexandra M. Z.
, p. 4692 - 4701 (2022/04/07)
The N-butyl amide group, CONHBu, has been found to be an effective promoter of the [1,2]-Wittig rearrangement of aryl benzyl ethers and thus allow the two-step synthesis of isomerically pure substituted diarylmethanols starting from simple hydroxybenzoic acid derivatives. The method is compatible with a wide range of functional groups including methyl, methoxy, and fluoro, although not with nitro and, unexpectedly, is applicable to meta as well as ortho and para isomeric series.
Aminocatalytic cross-coupling approach via iminium ions to different C-C bonds
Mupparapu, Nagaraju,Battini, Narsaiah,Battula, Satyanarayana,Khan, Shahnawaz,Vishwakarma, Ram A.,Ahmed, Qazi Naveed
supporting information, p. 2954 - 2960 (2015/02/05)
Given the attractive ability of iminium ions to functionalize molecules directly at ostensibly unreactive positions, the reactivity of iminium ions, in which an α CH2 group is replaced by C=O was explored. Background studies on the ability of such iminium cations to promote reactions via an iminium-catalyzed or iminium-equivalent pathway are apparently unavailable. Previously, tandem cross-coupling reactions were reported, in which an iminium ion undergoes nucleophilic 1,2-addition to give a putative three-component intermediate that abstracts a proton in situ and undergoes self-deamination followed by unprecedented DMSO/ aerobic oxidation to generate a-ketoamides. However, later it was observed that iminium ions can generate valuable α-ketoamides through simple aerobic oxidation. In all reactions, iminium ions were generated in situ by reaction of 2-oxoaldehydes with secondary amines.
Synthesis of unsymmetrical benzil licoagrodione
Worayuthakarn, Rattana,Boonya-udtayan, Sasiwadee,Arom-oon, Eakarat,Ploypradith, Poonsakdi,Ruchirawat, Somsak,Thasana, Nopporn
supporting information; experimental part, p. 7432 - 7435 (2009/04/18)
(Chemical Equation Presented) A synthesis of unsymmetrical 1,2-diarylethane-1,2-dione is reported involving the intramolecular cyclization of anionic benzylic ester of the aryl benzyl ether followed by oxidation employing dioxirane. With the use of microwave irradiation, licoagrodione was prepared from Claisen rearrangement of the corresponding allyl phenyl ether 1,2-diketone readily available from the Lindlar's reduction of the corresponding alkyne derivative. Subsequent removal of protecting groups then furnished the desired product.