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

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
› Author Affiliations
Further Information

Publication History

Received: 20 August 2015

Accepted after revision: 07 October 2015

Publication Date:
06 November 2015 (online)


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