7471-86-5Relevant articles and documents
Regioselective synthesis of a new [1,2,3]-triazoles directly from imidates
Hamdi,Fischmeister,Dixneuf,Nievas, A. Romerosa
, p. 499 - 501 (2006)
A one pot synthetic approach to the novel [1,2,3]-triazoles system, by 1,3-dipolar cycloaddition of 2-diazopropane to the imidates 2, is described. The structures of the obtained adducts have been assigned by means of spectroscopic measurements.
Reactions of 1,2,4-Oxadiazole[4,5-a]piridinium Salts with Alcohols: the Synthesis of Alkoxybutadienyl 1,2,4-Oxadiazoles
Moiola, Mattia,Leusciatti, Marco,Quadrelli, Paolo
, p. 195 - 199 (2020/03/06)
1,2,4-Oxadiazole[4,5-a]piridinium salts add alcohols and alkoxides to undergo electrocyclic ring opening affording alkoxybutadienyl 1,2,4-oxadiazole derivatives. The pyridinium salts represent a special class of Zincke salts that are prone to rearrange to give alkoxybutadienyl 1,2,4-oxadiazoles when treated with suitable nucleophiles or, alternatively, to give pyridones in the presence of bicarbonate. The pivotal tuning of the experimental conditions leads to a straightforward synthesis of valuable 1,2,4-oxadiazole derivatives. The mechanism is also discussed in the light of previous observations.
Flow rhodaelectro-catalyzed alkyne annulations by versatile C-H Activation: Mechanistic support for rhodium(III/IV)
Kong, Wei-Jun,Finger, Lars H.,Messinis, Antonis M.,Kuniyil, Rositha,Oliveira, Jo?o C.A.,Ackermann, Lutz
supporting information, p. 17198 - 17206 (2019/10/28)
A flow-metallaelectro-catalyzed C-H activation was realized in terms of robust rhodaelectro-catalyzed alkyne annulations. To this end, a modular electro-flow cell with a porous graphite felt anode was designed to ensure efficient turnover. Thereby, a variety of C-H/N-H functionalizations proved amenable for alkyne annulations with high levels of regioselectivity and functional group tolerance, viable in both an inter- or intramolecular manner. The electro-flow C-H activation allowed easy scale up, while in-operando kinetic analysis was accomplished by online flow-NMR spectroscopy. Mechanistic studies suggest an oxidatively induced reductive elimination pathway on rhodium(III) in an electrocatalytic regime.