A Hydroxypyrrole Approach to 2,2′-Bi(4-pyrrolin-3-ones) and Pyrrolone-Based α‑Amino Esters

• Published in: Journal of organic chemistry Vol. 86; no. 15; pp. 10368 - 10379
• Main Authors: Golubev, Artem A, Agafonova, Anastasiya V, Smetanin, Ilia A, Rostovskii, Nikolai V, Khlebnikov, Alexander F, Bunev, Alexander S, Novikov, Mikhail S
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 06.08.2021; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; CYCLOADDITION; ISOXAZOLES; DESIGN; DISCOIPYRROLES; ISOMERIZATION; DIPHENYLCYCLOPROPENONE; INHIBITORS; CHLORINATION; CHLORIDE

A high yield synthesis of 2-amino-4-pyrrolin-3-ones including 4-pyrrolin-3-one-based amino esters by the NBS- or TfCl-mediated reaction of 3-hydroxypyrroles with amines has been developed. The reaction of 3-hydroxypyrroles with triflyl chloride in the absence of amine affords 2,2′-bi­(4-pyrrolin-3-o...