[1,5]-Hydride Shift Triggered <i>N</i>-Dealkylative Cyclization into 2-Oxo-1,2,3,4-tetrahydroquinoline-3-carboxylates via Boronate Complexes

[1,5]-Hydride Shift Triggered <i>N</i>-Dealkylative Cyclization into 2-Oxo-1,2,3,4-tetrahydroquinoline-3-carboxylates via Boronate Complexes

A new simple one-pot two-step protocol for the synthesis of 2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate from 2-(2-(benzylamino)benzylidene)malonate under the action of BF3·Et2O was developed. It was shown that the reaction proceeds through the formation of a stable iminium intermediate containin...

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Bibliographic Details
Main Authors: Elvira R. Zaitseva, Dmitrii S. Ivanov, Alexander Yu. Smirnov, Andrey A. Mikhaylov, Nadezhda S. Baleeva, Mikhail S. Baranov
Format: Article
Language:English
Published: MDPI AG 2022-08-01
Series:Molecules
Subjects:
amides
BF<sub>3</sub>·Et<sub>2</sub>O
debenzylation
nitrogen heterocycles
2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate
Online Access:https://www.mdpi.com/1420-3049/27/16/5270

Internet

https://www.mdpi.com/1420-3049/27/16/5270

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