Decatungstate-Catalyzed Photochemical Synthesis of Enaminones from Vinyl Azides and Aldehydes

Decatungstate-Catalyzed Photochemical Synthesis of Enaminones from Vinyl Azides and Aldehydes Full article

Journal

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

Output data

Year: 2022, Volume: 24, Number: 49, Pages: 8942-8947 Pages count : 6 DOI: 10.1021/acs.orglett.2c03364

Authors

Paveliev Stanislav A ¹ , Segida Oleg O ¹ , Mulina Olga M ¹ , Krylov Igor B ¹ , Terent'ev Alexander O ¹

Affiliations

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

Visible light-induced synthesis of enaminones from vinyl azides and aldehydes under decatungstate photocatalysis was developed. The reaction proceeds via acyl radical generation from aldehyde, followed by its addition to vinyl azide, nitrogen elimination, hydrogen atom abstraction by the intermediate iminyl radical, and tautomerization. Photochemical synthesis was efficiently conducted under both batch and flow conditions. The method can be applied to various vinyl azides and aldehydes and provides the desired products in 15–72% yields.

Paveliev S.A. , Segida O.O. , Mulina O.M. , Krylov I.B. , Terent'ev A.O.
Decatungstate-Catalyzed Photochemical Synthesis of Enaminones from Vinyl Azides and Aldehydes
Organic Letters. 2022. V.24. N49. P.8942-8947. DOI: 10.1021/acs.orglett.2c03364 WOS Scopus OpenAlex

Web of science:	WOS:000889705400001
Scopus:	2-s2.0-85142450234
OpenAlex:	W4309363764

DB	Citing
OpenAlex	19
Scopus	16
Web of science	19