66333-88-8Relevant articles and documents
Widely Exploited, Yet Unreported: Regiocontrolled Synthesis and the Suzuki–Miyaura Reactions of Bromooxazole Building Blocks
Solomin, Vitalii V.,Radchenko, Dmytro S.,Slobodyanyuk, Evgeniy Y.,Geraschenko, Oleksandr V.,Vashchenko, Bohdan V.,Grygorenko, Oleksandr O.
, p. 2884 - 2898 (2019/03/07)
An approach to synthesis of 2-, 4-, and 5-bromooxazoles is described. The method was optimized, and its scope was extended to all three isomeric parents, as well as various alkyl- and aryl-substituted bromooxazoles. It was found that direct regiocontrolled lithiation followed by reaction with electrophilic bromine source was common for all substrates and led exclusively to the target substituted 2-, 4- and 5-bromooxazoles on multigram scale. The utility of the multipurpose building blocks obtained in this work was demonstrated in the Suzuki–Miyaura cross-coupling reaction under parallel synthesis conditions.
PYROLYSE-ECLAIR SOUS VIDE DE 1,2,4-TRIAZOLIDES = UNE ETUDE PAR SPECTROMETRIE DE MASSE EN TANDEM
Maquestiau, A.,Puk, E.,Flammang, R.
, p. 181 - 190 (2007/10/02)
A real-time analysis of the flash-vacuum pyrolysis products of some 1,2,4-triazolides has been performed by tandem mass spectrometry.Beside decay products, ketenes and the parent 1,2,4-triazole, 1-acyltriazoles give rise to 5-alkyloxazoles and nitrogen.This ring transformation reaction implies a sigmatropic shift of the acyl group from nitrogen to carbon, loss of nitrogen and cyclisation of the biradical intermediate. 5-aryloxazoles are similarly obtained from 1-aroyltriazoles.
CONVERSION OF TRIAZOLIDES INTO OXAZOLES BY FLASH-VACUUM PYROLYSIS.
Maquestiau, A.,Puk, E.,Flammang, R.
, p. 4023 - 4024 (2007/10/02)
Flash-vacuum pyrolysis of azolides of 1,2,4-triazole affords 5-monosubstituted oxazoles.