Sciact
  • EN
  • RU

The synthesis of indolizin-1-ylphosphonates via the reaction of ethynylphosphonates with pyridinium methylides Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 2023, Volume: 59, Number: 11-12, Pages: 786-792 Pages count : 7 DOI: 10.1007/s10593-024-03272-9
Tags ethynylphosphonates indolizine indolizin-1-ylphosphonates pyridinium methylides [3+2] cycloaddition
Authors Filippov Igor R. 1 , Sonina Alina A. 1 , Vorob’ev Aleksey Yu. 1
Affiliations
1 N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

Abstract: The reaction of diethyl ethynyl- and 2-phenylethynylphosphonates with pyridinium methylides generated in situ from phenacyl- and 2-ethoxy-2-oxoethylpyridinium salts by the action of a base was studied. As a result of the reaction, the corresponding diethyl indolizin-1-ylphosphonates were formed. In this case, diethyl ethynylphosphonate demonstrated higher reactivity and underwent a reaction at room temperature in the K2CO3–MeCN system, while reactions with 2-phenylethynylphosphonate proceeded at elevated temperatures and resulted in lower indolizine yields.
Cite: Filippov I.R. , Sonina A.A. , Vorob’ev A.Y.
The synthesis of indolizin-1-ylphosphonates via the reaction of ethynylphosphonates with pyridinium methylides
Chemistry of Heterocyclic Compounds. 2023. V.59. N11-12. P.786-792. DOI: 10.1007/s10593-024-03272-9 WOS РИНЦ OpenAlex
Dates:
Submitted: Oct 11, 2023
Accepted: Dec 1, 2023
Published print: Jan 13, 2024
Identifiers:
Web of science: WOS:001142075700004
Elibrary: 65494918
OpenAlex: W4390810652
Citing: Пока нет цитирований
Altmetrics: