A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation

doi:10.1007/s40242-018-8248-1

高等学校化学研究 ›› 2019, Vol. 35 ›› Issue (1): 33-40.doi: 10.1007/s40242-018-8248-1

A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation

YANG Xiufang^1,2,3, WANG Xiaogang¹, WANG Tingting¹, WANG Weitao^1,2, ZHANG Jin^1,2, MA Yangmin^1,2,3

1. College of Chemistry & Chemical Engineering, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China;
2. Shaanxi Key Laboratory of Chemical Additives for Industry, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China;
3. Shaanxi Research Institute of Agricultural Products Processing Technology, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China

收稿日期:2018-08-03 修回日期:2018-09-03 出版日期:2019-02-01 发布日期:2018-10-22
通讯作者: YANG Xiufang, WANG Weitao E-mail:yangxf@sust.edu.cn;wangweitao@sust.edu.cn
基金资助:
Supported by the Science and Technology Innovation Project of Shaanxi Province, China(No.2016KTTSNY03-04) and the Scientific Research Project of the Education Department of Shaanxi Province, China(Nos.17JK0107, 18JK0117).

A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation

YANG Xiufang^1,2,3, WANG Xiaogang¹, WANG Tingting¹, WANG Weitao^1,2, ZHANG Jin^1,2, MA Yangmin^1,2,3

1. College of Chemistry & Chemical Engineering, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China;
2. Shaanxi Key Laboratory of Chemical Additives for Industry, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China;
3. Shaanxi Research Institute of Agricultural Products Processing Technology, Shaanxi University of Science and Technology, Xi'an 710021, P. R. China

Received:2018-08-03 Revised:2018-09-03 Online:2019-02-01 Published:2018-10-22
Contact: YANG Xiufang, WANG Weitao E-mail:yangxf@sust.edu.cn;wangweitao@sust.edu.cn
Supported by:
Supported by the Science and Technology Innovation Project of Shaanxi Province, China(No.2016KTTSNY03-04) and the Scientific Research Project of the Education Department of Shaanxi Province, China(Nos.17JK0107, 18JK0117).

摘要/Abstract

摘要： A simple, efficient and green procedure for the synthesis of spiro-oxindole dihyfroquinazolinones was developed by multi-component condensation of isatoic anhydride, aniline and isatin in the presence of a novel solid acid catalyst under ultrasound irradiation. The present environmentally benign protocol offers several advantages, such as shorter reaction time, a wide range of functional group tolerance, the use of an inexpensive heterogeneous catalyst, and a high yield of products via a simple experimental and work-up procedure. The mesoporous solid acid catalyst was directly prepared from phytic acid by microwave-sulfonation method without template. The phytic acid based solid acid was fully characterized by means of Fourier transform infrared spectroscopy (FTIR), Raman spectroscopy, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and transmission electron microscopy (TEM). The catalyst can be recovered and reused for at least five runs without significant impact on the product yields.

关键词: Microwave-sulfonation method, Solid acid catalyst, Spiro-oxindole dihyfroquinazolinone

Abstract: A simple, efficient and green procedure for the synthesis of spiro-oxindole dihyfroquinazolinones was developed by multi-component condensation of isatoic anhydride, aniline and isatin in the presence of a novel solid acid catalyst under ultrasound irradiation. The present environmentally benign protocol offers several advantages, such as shorter reaction time, a wide range of functional group tolerance, the use of an inexpensive heterogeneous catalyst, and a high yield of products via a simple experimental and work-up procedure. The mesoporous solid acid catalyst was directly prepared from phytic acid by microwave-sulfonation method without template. The phytic acid based solid acid was fully characterized by means of Fourier transform infrared spectroscopy (FTIR), Raman spectroscopy, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and transmission electron microscopy (TEM). The catalyst can be recovered and reused for at least five runs without significant impact on the product yields.

Key words: Microwave-sulfonation method, Solid acid catalyst, Spiro-oxindole dihyfroquinazolinone

YANG Xiufang, WANG Xiaogang, WANG Tingting, WANG Weitao, ZHANG Jin, MA Yangmin. A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation[J]. 高等学校化学研究, 2019, 35(1): 33-40.

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A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation

A Highly Efficient and Recyclable Solid Acid Catalyst for Synthesis of Spiro-oxindole Dihydroquinazolinones Under Ultrasound Irradiation

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