58567-80-9Relevant academic research and scientific papers
Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer
Scamp, Ryan J.,Scheffer, Bradley,Schomaker, Jennifer M.
, p. 7362 - 7365 (2019/06/27)
Silver-catalyzed nitrene insertion enables the formation of benzosultams in good yield and with regioselectivity complementary to other transition metal nitrene-transfer catalysts. Preferential formation of six-membered benzosultam rings predominates for alkyl-substituted benzenesulphonamide precursors. Ligand-controlled tunability is also achieved for benzenesulphonamides with γ-branched alkyl substituents. Mechanistic probes suggest that the reaction pathway differs depending on whether a α (benzylic) or β (homobenzylic) C-H bond undergoes amidation, as well as the catalyst identity.
The Retro-Hydroformylation Reaction
Kusumoto, Shuhei,Tatsuki, Toshiumi,Nozaki, Kyoko
supporting information, p. 8458 - 8461 (2015/11/27)
Hydroformylation, a reaction that adds carbon monoxide and dihydrogen across an unsaturated carbon-carbon multiple bond, has been widely employed in the chemical industry since its discovery in 1938. In contrast, the reverse reaction, retro-hydroformylation, has seldom been studied. The retro-hydroformylation reaction of an aldehyde into an alkene and synthesis gas (a mixture of carbon monoxide and dihydrogen) in the presence of a cyclopentadienyl iridium catalyst is now reported. Aliphatic aldehydes were converted into the corresponding alkenes in up to 91 % yield with concomitant release of carbon monoxide and dihydrogen. Mechanistic control experiments indicated that the reaction proceeds by retro-hydroformylation and not by a sequential decarbonylation-dehydrogenation or dehydrogenation-decarbonylation process.
Reductive decarboxylation of N-(acyloxy)phthalimides via redox-initiated radical chain mechanism
Okada,Okubo,Morita,Oda
, p. 7377 - 7380 (2007/10/02)
Highly efficient reductive decarboxylation of N-(acyloxy)phthalimides which are readily prepared from carboxylic acids was achieved by visible light irradiation using Ru(bpy)3Cl2 as a sensitizer in the presence of BNAH and t-BuSH via radical chain mechanism.
PHOTODECARBOXYLATION OF UNMODIFIED CARBOXYLIC ACIDS WITH USE OF AZA AROMATIC COMPOUNDS
Okada, Keiji,Okubo, Katsura,Oda, Masaji
, p. 6733 - 6736 (2007/10/02)
A very simple procedure for photodecarboxylation of intact carboxylic acids leading to alkanes is developed with use of aza aromatic compounds as light absorbers and t-BuSH as a hydrogen donor.
A General Olefin Synthesis
Wenkert, Ernest,Ferreira, Tamis W.
, p. 840 - 841 (2007/10/02)
The reaction between secondary Grignard reagents and alkylthioarenes or alkylthioalkenes in the presence of 1:1 nickel dichloride-triphenylphosphine causing the substitution of alkylthio-groups by hydrogen atoms, the nickel(0)-induced replacement of alkylthio-groups of the aforementioned sulfides by alkyl or aryl functions, and the observation of regiocontrol in the catalysed reactions of Grignard reagents with unsymmetrical 1,1-bis(alkylthio)alkenes have led to a scheme of general, regio-, and stereo-selective olefin synthesis.
