39497-05-7Relevant academic research and scientific papers
Microwave-assisted synthesis of 3,1-benzoxazin-2-ones from 3-hydroxyoxindoles
Suarez-Castillo, Oscar R.,Bautista-Hernandez, Claudia I.,Sanchez-Zavala, Maricruz,Melendez-Rodriguez, Myriam,Sierra-Zenteno, Araceli,Morales-Rios, Martha S.,Joseph-Nathan, Pedro
, p. 2147 - 2171,25 (2020/08/31)
A general protocol for the synthesis of 3,1-benzoxazin-2-ones 18 from 3-hydroxyoxindoles 16 in a two steps sequence through phenylsuccinates or phenylpropionates 17 is described. Best reaction conditions for ring opening of 16 to succinates or propionates 17 were achieved using alcohol/silica gel, while cyclization of 17 to benzoxazinones 18 was easily done with HCl/alcohol. It was also found that 17 and 18 can be transesterified using HCl/alcohol. Most transformations were carried out by traditional heating and by microwave (MW) irradiation to accelerate reaction rates.
