Enantioselective Synthesis of Pyrazolo[3,4-b]pyridone Derivatives with Antifungal Activities against Phytophthora capsici and Colletotrichum fructicola

Guihua Nie; Jun Sun; Chengli Mou; Kun Tang; Yonggui Robin Chi; Tingting Li

doi:10.1021/acs.orglett.2c03945

Enantioselective Synthesis of Pyrazolo[3,4-b]pyridone Derivatives with Antifungal Activities against Phytophthora capsici and Colletotrichum fructicola

Guihua Nie, Jun Sun, Chengli Mou, Kun Tang, Yonggui Robin Chi, Tingting Li^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

A chiral NHC-catalyzed [3 + 3] cycloaddition reaction is developed for the efficient synthesis of pyrazolo[3,4-b]pyridones in generally excellent yields and optical purities. The R, S, and racemic forms of these molecules are systematically studied via in vitro tests that detect antifungal activity against Phytophthora capsici and Colletotrichum fructicola. Chiral compounds (R)-3i, (R)-3j, and (R)-3p are identified to have excellent inhibitory effects against P. capsici and C. fructicola.

Original language	English
Pages (from-to)	134-139
Number of pages	6
Journal	Organic Letters
Volume	25
Issue number	1
DOIs	https://doi.org/10.1021/acs.orglett.2c03945
Publication status	Published - Jan 13 2023
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2022 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A chiral NHC-catalyzed [3 + 3] cycloaddition reaction is developed for the efficient synthesis of pyrazolo[3,4-b]pyridones in generally excellent yields and optical purities. The R, S, and racemic forms of these molecules are systematically studied via in vitro tests that detect antifungal activity against Phytophthora capsici and Colletotrichum fructicola. Chiral compounds (R)-3i, (R)-3j, and (R)-3p are identified to have excellent inhibitory effects against P. capsici and C. fructicola.",

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T1 - Enantioselective Synthesis of Pyrazolo[3,4-b]pyridone Derivatives with Antifungal Activities against Phytophthora capsici and Colletotrichum fructicola

AU - Nie, Guihua

AU - Sun, Jun

AU - Mou, Chengli

AU - Tang, Kun

AU - Chi, Yonggui Robin

AU - Li, Tingting

PY - 2023/1/13

Y1 - 2023/1/13

N2 - A chiral NHC-catalyzed [3 + 3] cycloaddition reaction is developed for the efficient synthesis of pyrazolo[3,4-b]pyridones in generally excellent yields and optical purities. The R, S, and racemic forms of these molecules are systematically studied via in vitro tests that detect antifungal activity against Phytophthora capsici and Colletotrichum fructicola. Chiral compounds (R)-3i, (R)-3j, and (R)-3p are identified to have excellent inhibitory effects against P. capsici and C. fructicola.

AB - A chiral NHC-catalyzed [3 + 3] cycloaddition reaction is developed for the efficient synthesis of pyrazolo[3,4-b]pyridones in generally excellent yields and optical purities. The R, S, and racemic forms of these molecules are systematically studied via in vitro tests that detect antifungal activity against Phytophthora capsici and Colletotrichum fructicola. Chiral compounds (R)-3i, (R)-3j, and (R)-3p are identified to have excellent inhibitory effects against P. capsici and C. fructicola.

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Enantioselective Synthesis of Pyrazolo[3,4-b]pyridone Derivatives with Antifungal Activities against Phytophthora capsici and Colletotrichum fructicola

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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