Sc(OTf)3 Catalyzed Oxo-Michael Addition to o-Quinone Methides by Alcohols

doi:10.6023/cjoc201807017

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 555-560.DOI: 10.6023/cjoc201807017 Previous Articles Next Articles

Notes

三氟甲烷磺酸钪催化醇对邻亚甲基苯醌的氧杂迈克尔加成反应

张硕^a, 彭丹^a, 赵宁^a, 于一涛^a, 王峰^a, 刘海龙^b, 伊港^b

a 齐鲁工业大学(山东省科学院)山东省科学院新材料研究所山东省特种含硅新材料重点实验室济南 250014;
b 山东东岳有机硅材料股份有限公司淄博 256401

收稿日期:2018-07-09 修回日期:2018-08-26 发布日期:2018-09-10
通讯作者: 伊港 E-mail:yigang009@163.com
基金资助:
山东省自然科学基金（No.ZR2017BB033）、山东省科学院青年科学基金（No.2018QN0030）和国家自然科学基金（No.51503118）资助项目.

Sc(OTf)₃ Catalyzed Oxo-Michael Addition to o-Quinone Methides by Alcohols

Zhang Shuo^a, Peng Dan^a, Zhao Ning^a, Yu Yitao^a, Wang Feng^a, Liu Hailong^b, Yi Gang^b

a Shandong Provincial Key Laboratory for Special Silicone-Containing Materials, Advanced Materials Institute, Qilu University of Technology(Shandong Academy of Sciences), Jinan 250014;
b Shandong Dongyue Organosilicon Materials Co., Ltd., Zibo 256401

Received:2018-07-09 Revised:2018-08-26 Published:2018-09-10
Contact: 10.6023/cjoc201807017 E-mail:yigang009@163.com
Supported by:
Project supported by the Shandong Provincial Natural Science Foundation (No. ZR2017BB033), the Youth Science Funds of Shandong Academy of Sciences (No. 2018QN0030) and the National Natural Science Foundation of China (No. 51503118).

1. Sc(OTf)₃ Catalyzed Oxo-Michael Addition to o-Quinone Methides by Alcohols.PDF(2102KB)

Abstract

o-Quinone derivatives are not only a variety of active and important intermediate, but also widely used in the synthesis of natural products and medicinal chemistry. In the present study, the Sc(OTf)₃ catalyzed oxo-Michael addition to o-quinone methides by alcohols was developed. The products were obtained in moderate to good yields (76%~97%) under mild conditions. Furthermore, the reaction could be scaled up to multigram scale.

Key words: o-quinone, scandium(III) triflate, oxo-Michael addition, green chemistry

Cite this article

Zhang Shuo, Peng Dan, Zhao Ning, Yu Yitao, Wang Feng, Liu Hailong, Yi Gang. Sc(OTf)₃ Catalyzed Oxo-Michael Addition to o-Quinone Methides by Alcohols[J]. Chin. J. Org. Chem., 2019, 39(2): 555-560.

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三氟甲烷磺酸钪催化醇对邻亚甲基苯醌的氧杂迈克尔加成反应

Sc(OTf)₃ Catalyzed Oxo-Michael Addition to o-Quinone Methides by Alcohols

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