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Triflic Acid-Catalyzed Cycloisomerization of 1,6-Enynes: Facile Access to Carbo- and Azaheterocycles

Authors :
Hua Cao
Yue Yu
Yuhan Wang
Xiang Liu
Jinlei Zhou
Source :
The Journal of Organic Chemistry. 85:2406-2414
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

A new and efficient strategy for enynes cyclization catalyzed by triflic acid has been described. Various valuable carbocycle-fused and heterocycle-fused ketones were easily accessed by the formation of new C–C and C–O bond under benign reaction conditions. This protocol also provides another opportunity to construct polycyclic single-nitrogen ketones via a cation-induced cascade cyclization of polyenynes. Furthermore, antiviral bioassays revealed that a few compounds exhibited good antiviral activity against tobacco mosaic virus at a concentration of 200 μg mL–1.

Details

ISSN :
15206904 and 00223263
Volume :
85
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....f9fc74187a3562c742fbcbc0ad980408