Acid-catalyzed intramolecular cyclization or rearrangement of isoindolinone derivatives is described. 3-Hydroxy/ethoxy-3,4-dihydro-6H-[1,4]-oxazino-[3,4-a]-isoindol-6-ones are obtained in moderate to good yields. Further acid-catalyzed intramolecular rearrangement reactions give 6H-isochromeno-[4,3-b]-pyridin-6-ones. The mild reaction conditions with convenient starting materials show broad substrate scope and provide the target compounds as novel pesticide leads with good fungicidal or systemical acquired resistance activities.
Synthesis of fungicidal morpholines and isochromenopyridinones via acid-catalyzed intramolecular reactions of isoindolinones.
Xiaoyu Liu,Yaru Sun,Shuang Hong,Xia Ji,Wei Gao,Haolin Yuan,Yue Zhang,Bin Lei,Liangfu Tang,Zhijin Fan
Published 2023 in Organic and biomolecular chemistry
ABSTRACT
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- Publication year
2023
- Venue
Organic and biomolecular chemistry
- Publication date
2023-12-05
- Fields of study
Medicine, Chemistry
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- Source metadata
Semantic Scholar, PubMed
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