Metal-free CH-functionalization of trisubstituted alkenes with pyridinium ylides: Development of the concept

Metal-free CH-functionalization of trisubstituted alkenes with pyridinium ylides: Development of the concept Full article

Journal

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

Output data

Year: 2025, Volume: 55, Number: 15, Pages: 1178-1184 Pages count : 7 DOI: 10.1080/00397911.2025.2531537

Authors

Streltsov Andrey А. ¹ , Izmest’ev Alexei N. ¹ , Kolotyrkina Natalya G. ¹ , Kravchenko Angelina N. ¹ , Gazieva Galina A. ¹

Affiliations

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

An effective concept for metal-free CH-functionalization of trisubstituted alkenes with pyridinium ylides proceeding via tandem Michael addition/elimination of a pyridine molecule has been proposed. A new series of CH-functionalization products were synthesized via the reaction of in situ generated pyridinium ylides with thiazolones and selenazolones containing an exocyclic double bond substituted by an alkoxycarbonyl group in moderate to excellent yields and high diastereoselectivity.

Streltsov A.А. , Izmest’ev A.N. , Kolotyrkina N.G. , Kravchenko A.N. , Gazieva G.A.
Metal-free CH-functionalization of trisubstituted alkenes with pyridinium ylides: Development of the concept
Synthetic Communications. 2025. V.55. N15. P.1178-1184. DOI: 10.1080/00397911.2025.2531537 WOS Scopus OpenAlex

≡ Web of science:	WOS:001533371600001
≡ Scopus:	2-s2.0-105011765953
≡ OpenAlex:	W4412499719