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Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives
Received date: 2015-10-13
Revised date: 2015-11-03
Online published: 2015-11-16
Supported by
Project supported by the Natural Science Foundation of China (No. 21202042), the Hunan Provincial Natural Science Foundation of China (Nos. 13JJ4090, 2015JJ3063) and the Natural Science Foundation of Hunan University of Technology (No. 2014HZX01).
A piperidinium acetate-catalyzed method was developed for the Knoevenagel and O-Micheal cascade reaction of o-hydroxyphenyl-β-diketoes with different series of aldehydes. In the presence of piperidinium acetate, sixteen 2,3-disub-stituted chroman-4-ones and nine 2,2-disubstituted benzofuran-3-ones were obtained in moderate to good yields, and the cascade reaction displayed better substrate adaptability. Moreover, the reaction has the following features: a convenient and simple path, mild reaction conditions and a cheap catalyst.
Key words： piperidinium acetate; cascade reaction; chroman-4-one; benzofuran-3-one
Wang Haifei , Zhou Zhipeng , Hu Shunqin , Wen Pushan , Tao Bin , Deng Qifu . Piperidinium Acetate-Catalyzed the Synthisis of 2,3-Disubstituted Chroman-4-one and 2,2-Disubstituted Benzofuran-3-one Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(3) : 596 -603 . DOI: 10.6023/cjoc201510014
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