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Diels-Alder reactions of 1,2,4-triazines. Synthesis of thieno[2,3-c]pyridines and 3,4-dihydro-2H-thiopyrano[2,3-c]pyridines from 6-(alkynylthio)-1,2,4-triazines

✍ Scribed by Taylor, Edward C.; Macor, John E.


Book ID
121199711
Publisher
American Chemical Society
Year
1989
Tongue
English
Weight
809 KB
Volume
54
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


Novel intramolecular diels-alder reactio
✍ Edward C. Taylor; John E. Macor πŸ“‚ Article πŸ“… 1985 πŸ› Elsevier Science 🌐 French βš– 191 KB

Alkylation of 1,2,4-triazine-6-thiones with 4-iodobutyne, followed by oxidation to the sulfoxide and intramolecular cycloaddition (at room temperature), gives 2,3-dihydrothieno[2,3-c]pyridines, which are readily dehydrated with acetic anhydride to thieno[2,3\_c]pyridines. The same series of reactio

Further intramolecular diels-alder react
✍ Edward C Taylor; Joseph L Pont πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 166 KB

Inverse electron-demand Diels-Alder reactions of 1,2,4-triazines, where the dienophile is present in a sidechain tethered to the azadiene, can proceed with remarkable facility, leading to a variety of condensed pyridines (Scheme 1). Several recent publications from our laboratory have served to illu

Further intramolecular reactions of 1,2,
✍ Edward C. Taylor; John E. Macor πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 168 KB

3-(3-Butynyloxy)-and 3-(4-pentnyfoxy)-1,2,4-triazines undergo facile intramolecular Diels-Alder reactions to yield 2,3-dihydrofuro(2,3-@pyridines and dihydropyrano(2,3-&)pyridines respectively. The former are readily dehydrogenated with DDQ to furo(2,3\_l$pyridines.