A Straightforward Approach toward Multifunctionalized Pyridazines via Imination/Electrocyclization

A Straightforward Approach toward Multifunctionalized Pyridazines via Imination/Electrocyclization Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2015, Volume: 17, Number: 15, Pages: 3734-3737 Pages count : 4 DOI: 10.1021/acs.orglett.5b01718

Authors

Komkov Alexander V. ¹ , Komendantova Anna S. ¹ , Menchikov Leonid G. ¹ , Chernoburova Elena I. ¹ , Volkova Yulia A. ¹ , Zavarzin Igor V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia

A facile synthesis of functionalized 3-carbamide pyridazines starting from readily available chlorovinyl aldehydes and oxamic acid thiohydrazides via cascade imination/electrocyclization is reported. In the presence of p-toluenesulfuric acid, various ketones have been efficiently incorporated into the pyridazine derivatives through a two-step sequence involving a Vilsmeier–Haack reaction and imination. The synthetic value of this method has been demonstrated by efficient synthesis of steroidal pyridazines.

Komkov A.V. , Komendantova A.S. , Menchikov L.G. , Chernoburova E.I. , Volkova Y.A. , Zavarzin I.V.
A Straightforward Approach toward Multifunctionalized Pyridazines via Imination/Electrocyclization
Organic Letters. 2015. V.17. N15. P.3734-3737. DOI: 10.1021/acs.orglett.5b01718 WOS Scopus OpenAlex

≡ Web of science:	WOS:000359393800024
≡ Scopus:	2-s2.0-84938831932
≡ OpenAlex:	W2419216708