Molecules, 2022, 27(16)

[1,5]-Hydride Shift Triggered N-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 containing a difluoroboryl bridge in the dicarbonyl fragment of the molecule.

Zaitseva ER, Ivanov DS, Smirnov AY, Mikhaylov AA, Baleeva NS, Baranov MS

Department of functioning of living systems, Group of chemistry of natural products, Laboratory of chemistry of heterocyclic compounds

: 10.3390/molecules27165270
Scopus: 2-s2.0-85137127410
: 36014513
IBCH: 10171
Ссылка на статью в журнале: https://www.mdpi.com/1420-3049/27/16/5270
Кол-во цитирований на 11.2025: 3
Данные статьи проверены модераторами 2022-09-02

Список научных проектов, где отмечена публикация

  1. -1,5-Гидридный сдвиг в химии гетероциклических соединений: новые структуры, катализаторы и пути применения (July 1, 2020 — June 30, 2025). Baleeva N.S., Smirnov A.Y.. Grant, RSF.