Metal‐Free, Base‐Promoted, Tandem Pericyclic Reaction: A One‐Pot Approach for Cycloheptane‐Annelated Chromones from γ‐Alkynyl‐1,3‐Diketones

A microwave‐assisted, base‐promoted, tandem cyclization reaction strategy has been developed for the synthesis of cyclohepta[b]chromones and spiro cyclohepta[b]chromones. Readily accessible γ‐alkynyl‐1,3‐diketones undergo intramolecular cyclization and 7‐endo‐trig carbocyclization to afford various...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2022-01, Vol.364 (2), p.326-331
Main Authors: Liang, Yi‐En, Kan, Chih‐Yu, Barve, Balaji D., Kuo, Yao‐Haur, Fang, Hsu‐Wei, Li, Wen‐Tai
Format: Article
Language:English
Subjects:
Annulation
Cyclization
Diketones
Microwave chemistry
Pericyclic reaction
Synthetic methods
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Summary:A microwave‐assisted, base‐promoted, tandem cyclization reaction strategy has been developed for the synthesis of cyclohepta[b]chromones and spiro cyclohepta[b]chromones. Readily accessible γ‐alkynyl‐1,3‐diketones undergo intramolecular cyclization and 7‐endo‐trig carbocyclization to afford various cycloheptane‐annelated chromones in one‐pot reactions. This metal‐free protocol also led to the generation of polycyclic ring with a new C−C bond and a new C−O bond.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202100956