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 |
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| 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 | ||
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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
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
Dates:
| Submitted: | Oct 11, 2023 |
| Accepted: | Dec 1, 2023 |
| Published print: | Jan 13, 2024 |
Identifiers:
| Web of science | WOS:001142075700004 |
| Elibrary | 65494918 |
| OpenAlex | W4390810652 |