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DABCO 促进的对甲苯磺酰腙和硝基烯烃合成吡唑。

DABCO-promoted synthesis of pyrazoles from tosylhydrazones and nitroalkenes.

机构信息

School of Pharmacy, Lanzhou University, Lanzhou, P. R. China.

出版信息

Org Biomol Chem. 2013 Oct 7;11(37):6250-4. doi: 10.1039/c3ob41435c.

Abstract

An efficient synthesis of pyrazoles from tosylhydrazones and nitroalkenes was developed. In comparison with the previously reported 1,3-dipolar cycloaddition reaction of diazo compounds with electron-deficient alkenes or alkynes, this methodology proceeded with a sequential Baylis-Hillman/intramolecular cyclization mechanism and a variety of reversed regioselectivity products were prepared in good yields.

摘要

开发了一种从对甲苯磺酰腙和硝基烯烃高效合成吡唑的方法。与先前报道的重氮化合物与缺电子烯烃或炔烃的 1,3-偶极环加成反应相比,该方法采用顺序 Baylis-Hillman/分子内环化机制进行,以良好的收率得到了多种反区域选择性产物。

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