Metal‐Free, DBU‐Mediated, Microwave‐Assisted Synthesis of Benzo[c]xanthones by Tandem Reactions of Alkynyl‐1,3‐diketones

Metal‐Free, DBU‐Mediated, Microwave‐Assisted Synthesis of Benzo[c]xanthones by Tandem Reactions of Alkynyl‐1,3‐diketones

A base‐mediated, green, microwave‐assisted efficient preparation of a diverse benzoxanthone library from variety of readily accessible γ‐alkynyl 1,3‐diketones is reported. The synthesis is based on tandem reactions involving intramolecular cyclization, propargyl‐allenyl isomerization, and electrocyc...

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Bibliographic Details
Published in:Advanced synthesis & catalysis Vol. 363; no. 2; pp. 505 - 511
Main Authors: Liang, Yi‐En, D. Barve, Balaji, Kuo, Yao‐Haur, Fang, Hsu‐Wei, Kuo, Ting‐Shen, Li, Wen‐Tai
Format: Journal Article
Language:English
Published: 19-01-2021
Subjects:
Cyclization
Isomerization
Microwave chemistry
Synthetic methods
Tandem reactions
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Summary:A base‐mediated, green, microwave‐assisted efficient preparation of a diverse benzoxanthone library from variety of readily accessible γ‐alkynyl 1,3‐diketones is reported. The synthesis is based on tandem reactions involving intramolecular cyclization, propargyl‐allenyl isomerization, and electrocyclization in one pot. Some of the benzoxanthones are also synthesized by the one‐pot reaction of 1,3‐diketone and alkynyl bromide under basic heating conditions. This transformation also results in the construction of one new C−C bond and one new C−O bond.
Bibliography:These authors contributed equally to this work.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202001169