Synthesis of (2-Nitro-1-AfAlemphenylethyl)malononitriles by Michael Addition of Masked Acyl Cyanides to Nitroalkenes

Author:

Sun Haoyi1,Guo Yongcheng1,Zhi Ying1ORCID,Zhao Kun2,Yao Qingqiang1,Li Huajie1,Wang Meiling1,Ding Tiandi1

Affiliation:

1. School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First ­Medical University & Shandong Academy of Medical Sciences, Jinan 250117, Shandong

2. Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University

Abstract

AbstractA highly efficient method has been developed for the synthesis of (2-nitro-1-phenylethyl)malononitriles through a Michael addition reaction between substituted nitroolefins and masked acyl cyanide reagents, serving as carbon monoxide equivalents. Under mild conditions, the reaction took place with excellent yields (90–98%), providing a short entry into a series of the title compounds in a scalable fashion. An asymmetric version of this reaction has also been briefly explored.

Funder

Shandong First Medical University

National Natural Science Foundation of China

Natural Science Foundation of Shandong Province

Natural Science Fund for Distinguished Young Scholars of Shandong Province

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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