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[4 + 2]-Annulation of Prop-2-ynylsulfonium Salts and Isatoic Anhydrides: Access to 3-Methylthio-4-quinolones

Authors :
Qinfang Chen
Jing Zheng
Tingting Yue
Weiran Yang
Yihao Pan
Hua Liu
Source :
Organic Letters. 22:6096-6100
Publication Year :
2020
Publisher :
American Chemical Society (ACS), 2020.

Abstract

An unparalleled [4 + 2]-annulation of prop-2-ynylsulfonium salts with isatoic anhydrides was developed, affording a series of 4-quinolones with a alkylthio group in medium to good yields under mild conditions. In this reaction type, the prop-2-ynylsulfonium salt serves as a C2 synthon and sulfide does not act as a leaving group, providing facile access to organosulfur compounds. The resulting quinolone products could be further transformed to a diverse range of synthetically useful compounds.

Details

ISSN :
15237052 and 15237060
Volume :
22
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....40b6dfb6fbc9555724942499b4ad8b4a
Full Text :
https://doi.org/10.1021/acs.orglett.0c02173