Producción Científica Profesorado

Mechanistic study of reversible solid-state melt isomerization of 2-oxindoles to 2-quinolinones and its occurrence in a mass spectrometer



Suárez Castillo, Oscar Rodolfo

2019

Gelacio Martínez-Gudiño, Nadia A.Pérez-Rojas, Joel J.Trujillo-Serrato, Yolanda Mora-Pérez, Oscar R.Suárez-Castillo, Martha S.Morales-Ríos, Journal of Molecular Structure, 1175 (2019) 828-835 doi:10.1016/j.molstruc.2018.08.056


Abstract


An eco-friendly equilibrated rearrangement of a series of 2-oxo-3-indolyl acetic acids (1) with 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid derivatives (2) was investigated through a solid state melt reaction (SSMR). Mechanistic insight into the thermal rearrangement is provided by 13C-isotopic labeling. The standard mass spectra of 1 and 2 were virtually identical preventing their reliable identification. Reversible interconversion of 1 and 2 was evidenced to occur in the inlet system of a mass spectrometer under electron impact conditions. Relative abundances of fragment ions were found to be a function of temperature.



Producto de Investigación




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