Cascade regioselective synthesis of pyrazoles from nitroallylic acetates and N-tosyl hydrazine |
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| Authors: | Nana Shao Tong Chen Taotao Zhang Huajian Zhu Qunxiong Zheng Hongbin Zou |
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| Affiliation: | 1. Institute of Materia Medica, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, PR China;2. College of Food Science, Zhejiang Gongshang University, Hangzhou 310035, PR China |
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| Abstract: | A simple, practical, and regioselective synthetic protocol for the formation of pyrazoles was developed. Unlike all other previously reported reactions of nitroallylic acetates, this process was initiated by a SN2 reaction at the electrophilic γ site. A plausible mechanism for the cascade SN2-Michael synthesis is proposed. |
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| Keywords: | Pyrazoles Nitroallylic acetates N-Tosyl hydrazine SN2 reaction Michael addition |
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