Synthesis 2016; 48(02): 231-237
DOI: 10.1055/s-0035-1560832
paper
© Georg Thieme Verlag Stuttgart · New York

Phosphorous Acid Promoted Hydration–Condensation of Aromatic Alkynes with Aldehydes Affording Chalcones in an Oil/Water Two-Phase System

Authors

  • Yongbo Zhou*

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Zhongwen Li

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Xiao Yang

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Xiulin Chen

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Mei Li

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Tieqiao Chen

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
  • Shuang-Feng Yin*

    State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: zhouyb@hnu.edu.cn   Email: sf_yin@hnu.edu.cn
Further Information

Publication History

Received: 20 August 2015

Accepted after revision: 07 October 2015

Publication Date:
06 November 2015 (online)


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Abstract

A simple and environmentally benign method was developed for the synthesis of chalcones in high to excellent yields by a phosphorous acid promoted alkyne–aldehyde hydration–condensation in an oil/water two-phase system. The method is the first efficient protocol for the preparation of chalcones that is mediated by a simple Brønsted acid in a two-phase system.

Supporting Information