MICROWAVE-ASSISTED SYNTHESIS OF CHIRAL NOPINANE-ANNELATED PYRIDINES BY CONDENSATION OF PINOCARVONE OXIME WITH ENAMINES PROMOTED BY FeCl3 AND CuCl2

MICROWAVE-ASSISTED SYNTHESIS OF CHIRAL NOPINANE-ANNELATED PYRIDINES BY CONDENSATION OF PINOCARVONE OXIME WITH ENAMINES PROMOTED BY FeCl3 AND CuCl2 Full article

Journal

Synthetic Communications
ISSN: 0039-7911 , E-ISSN: 1532-2432

Output data

Year: 2014, Volume: 44, Number: 12, Pages: 1817-1824 Pages count : DOI: 10.1080/00397911.2013.877145

Tags

Emanimes; microwave; oxime; pyridines; terpenoids; transition metals

Authors

Vasilyev Eugene S. ¹ , Agafontsev Alexander M. ¹ , Tkachev Alexey V. ^1,2

Affiliations

1	(Данные Web of science) Novosibirsk Organ Chem Inst, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, Novosibirsk 630090, Russia

Reaction of pinocarvone oxime with enamines and FeCl3 or CuCl2 resulted in annulation of nopinane carbon frame with pyridine and regioselective formation of chiral nopinane-annelated pyridines in 20-39% yields. Chemical structure of the pyridine derivatives were proved by precise NMR study.

Vasilyev E.S. , Agafontsev A.M. , Tkachev A.V.
MICROWAVE-ASSISTED SYNTHESIS OF CHIRAL NOPINANE-ANNELATED PYRIDINES BY CONDENSATION OF PINOCARVONE OXIME WITH ENAMINES PROMOTED BY FeCl3 AND CuCl2

Synthetic Communications. 2014. V.44. N12. P.1817-1824. DOI: 10.1080/00397911.2013.877145 WOS Scopus РИНЦ

Full text from publisher

Published online:	May 14, 2014
Published print:	Jun 18, 2014

Web of science	WOS:000337973400010
Scopus	2-s2.0-84901372982
Elibrary	22214146
OpenAlex	W2951235081