115591-24-7Relevant articles and documents
Diazo Activation with Diazonium Salts: Synthesis of Indazole and 1,2,4-Triazole
Li, Xuming,Ye, Xiaohan,Wei, Chiyu,Shan, Chuan,Wojtas, Lukasz,Wang, Qilin,Shi, Xiaodong
, p. 4151 - 4155 (2020/06/05)
A donor/acceptor diazo activation strategy, processing via condensation using diazonium salts without the addition of any other catalysts or reagents, is reported. The diazenium intermediate was found to undergo cyclization to give indazoles in excellent yields. Alternatively, in the presence of nitriles, substituted 1,2,4-triazoles were obtained in good to excellent yields. This interesting diazenium route provides a new approach to achieve complex heterocycle synthesis under mild conditions.
Reactions of Nitrile Oxides and Nitrile Imines with Derivatives of 4,5-Dihydrooxazole and 4,5-Dihydrothiazole and with Related Compounds
Kennewell, Peter D.,Miller, David J.,Scrowston, Richard M.,Westwood, Robert
, p. 3563 - 3566 (2007/10/02)
2-Phenyl-4,5-dihydrooxazole 4 gives a cycloadduct 6 when treated with benzonitrile N-oxide; with a 1-oxoalkene- or α-oxoarene-nitrile N-oxide (RCOCNO), an open chain product, RCO2CH2N(CN)COPh , is obtained.The six-membered-ring analogue of compound 4 undergoes similar reactions.Depending on the nature of the ring substituents, a substituted 4,5-dihydrooxazole reacts with a C,N-diarylnitrile imine, to give either a cycloadduct, e.g. 17, or a 1,2,4-triazol-4-ium salt, e.g. 19.The product from the reaction of 4,5-dihydro-2-methylthiazole 1b with a nitrile imine depends upon the nature of the C- and N-substituents in the latter.In all cases it is postulated that a 4-substituted triazolium salt 24 is formed.This may lose thiirane to give a substituted 1,2,4-triazole 25, or it may react with a second molecule of the precursor of the nitrile imine, to give a 4-substituted 1,2,4-triazolium salt, e.g. 27, in which the precursor moiety is incorporated into the C-4 side chain.
NEW METHOD FOR THE SYNTHESIS OF 1,2,4-TRIAZOLE DERIVATIVES
Buzykin, B. I.,Bredikhina, Z. A.,Gazetdinova, N. G.
, p. 939 - 940 (2007/10/02)
-