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A Catalyst‐Free Cascade Reaction for the Selective Assembly of 3‐Hydroxyisoindolinones on Water
Author(s) -
Li Pinyi,
Jia Xiuwen,
Ma Xiaoli,
Ma Wenbo,
Sheng Yilin,
Zhao Jingwei,
Zhao Fei
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900519
Subject(s) - chemistry , atom economy , cascade , catalysis , functional group , substrate (aquarium) , nucleophile , selectivity , combinatorial chemistry , cascade reaction , reaction conditions , organic chemistry , chromatography , oceanography , geology , polymer
A catalyst‐ and additive‐free cascade reaction between 2‐alkynylbenzoic acids and nitrogen‐containing nucleophiles for the selective assembly of 3‐hydroxyisoindolinones on water has been developed. This protocol features readily available starting materials, an environmentally benign solvent, simple operation, extraordinarily broad substrate scope, good functional group tolerance, excellent selectivity, good to excellent yields, high atom‐ and step‐economy, and high bond‐forming efficiency, thus providing a convenient and highly efficient access to 3‐hydroxyisoindolinones. This is an example of 3‐hydroxyisoindolinone synthesis under catalyst‐ and additive‐free conditions, suggesting the synthetic potential of this method.