35262-23-8Relevant academic research and scientific papers
NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 54. LITHIUM TRIMETHYLSILYLDIAZOMETHANE: A NEW SYNTHON FOR THE PREPARATION OF 1-SUBSTITUTED 5-ALKYLTHIO-1,2,3-TRIAZOLES FROM ISOTHIOCYANATES
Aoyama, Toyohiko,Kabeya, Mototsugu,Shioiri, Takayuki
, p. 2371 - 2374 (2007/10/02)
Lithium trimethylsilyldiazomethane (1) reacts smoothly with isothiocyanates in tetrahydrofuran to give 1-substituted 4-trimethylsilyl-5-alkylthio-1,2,3-triazoles (2) after quenching with alkyl halides.Desilylation of 2 is easily achieved with 10percent aqueous potassium hydroxide in methanol to afford 1-substituted 5-alkylthio-1,2,3-triazoles (3).
Tautomerism of pyrazoline-5-thione and triazoline-5-thione studied by variable temperature photoelectron spectroscopy
Guimon, Claude,Pfister-Guillouzo, Genevieve,Begtrup, Mikael
, p. 1197 - 1203 (2007/10/02)
Photoelectron spectra at variable temperatures demonstrate that the rate of thermal isomerization of pyrazoline-5-thione (1a) into methythiopyrazole(s) in the gaseous phase is metal catalysed.Similar isomerizations of triazolethione (2a and 3a) are at best only slightly so.Furthermore, photoelectron spectra and MNDO calculations show that gaseous methylpyrazoles (1b and 1c) and methylthiotriazoles (2b and 2c) exist predominantly in planar form for the b isomers and in nonplanar form for the c isomer. ΔH0 for the rotameric equilibria is 2.7-4.2 kJ/mol.
