Thermal 1,3-dipolar cycloaddition of azomethine imines with alkynes affording N,N-bicyclic pyrazolidinones under microwave irradiation

TETRAHEDRON LETTERS

卷:57

Article

Yang, Zhi-Wei¹  Wang, Jing-Fang¹  Peng, Li-Jie¹  You, Xiao-Lin¹  Cui, Hai-Lei¹ 

[1] Chongqing Univ Arts & Sci, Int Acad Targeted Therapeut & Innovat, 319 Honghe Ave, Chongqing 402160, Peoples R China

关键词: 1,3-Dipolar cycloaddition;    Microwave;    Internal alkynes;    Azomethine imines;    N,N-Bicyclic pyrazolidinones;   

DOI  :  10.1016/j.tetlet.2016.10.030

来源: Elsevier

【 摘 要 】

A metal and catalyst free 1,3-dipolar cycloaddition reaction of azomethine imines with internal alkynes has been developed. Various N,N-bicyclic pyrazolidinones could be prepared quickly under microwave irradiation in moderate to excellent yields (up to 96%). A wide range of azomethine imines and electron-deficient internal alkynes were applicable to this reaction. In addition, gram-scale reaction could be achieved and fully substituted pyrazole can be obtained by easy transformation of N,N-bicyclic pyrazolidinone. This environment friendly dipolar cycloaddition is remarkable for its simplicity in conditions and wide structural diversity. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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