Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds

Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2012, Volume: 22, Number: 1, Pages: 32-34 Pages count : 3 DOI: 10.1016/j.mencom.2012.01.012

Authors

Petukhova Vera Yu. ¹ , Pleshchev Mikhail I. ¹ , Fershtat Leonid L. ¹ , Kuznetsov Vladimir V. ¹ , Kachala Vadim V. ¹ , Makhova Nina N. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

An interaction of carbonyl compounds (isatins, 4-nitrobenzaldehyde) with azomethine imines generated by the diaziridine ring opening in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of BF3·Et2O as a catalyst induced the metathesis to other azomethine imines with the elimination of aldehydes ArCHO. New azomethine imines were trapped with diethyl acetylenedicarboxylate, otherwise they transformed to the corresponding pyrazolines due to a 1,4-H shift.

Petukhova V.Y. , Pleshchev M.I. , Fershtat L.L. , Kuznetsov V.V. , Kachala V.V. , Makhova N.N.
Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds
Mendeleev Communications. 2012. V.22. N1. P.32-34. DOI: 10.1016/j.mencom.2012.01.012 WOS Scopus OpenAlex

Web of science:	WOS:000301020400012
Scopus:	2-s2.0-84856512345
OpenAlex:	W2053007302

DB	Citing
OpenAlex	27
Scopus	24
Web of science	23