Catalyst-Free Synthesis of N-(1,7-Dioxotetrahydropyrazolo[1,2-a]pyrazol-2-yl)benzamide Derivatives by 1,3-Dipolar Cycloaddition and Rearrangement

Synlett ◽  
2014 ◽  
Vol 25 (08) ◽  
pp. 1093-1096 ◽  
Author(s):  
Yu Xu ◽  
Wenjing Liu ◽  
Xingxia Sun ◽  
Dapeng Lu ◽  
Lijuan Guo
2014 ◽  
Vol 52 (6) ◽  
pp. 1848-1857 ◽  
Author(s):  
Banafshe Samani Ghaleh Taki ◽  
Mahbubeh Rostami ◽  
Valiollah Mirkhani ◽  
Majid Moghadam ◽  
Iraj Mohammadpoor-Baltork ◽  
...  

Tetrahedron ◽  
2009 ◽  
Vol 65 (29-30) ◽  
pp. 5799-5804 ◽  
Author(s):  
Pateliya Mujjamil Habib ◽  
B. Rama Raju ◽  
Veerababurao Kavala ◽  
Chun-Wei Kuo ◽  
Ching-Fa Yao

2016 ◽  
Vol 41 (4) ◽  
pp. 331-344 ◽  
Author(s):  
Seyyed Amir Siadati

For several decades, the concerted or stepwise character of the mechanism of the 1,3-dipolar cycloaddition reaction has been one of the most debated issues in the field of organic chemistry. The significance of this problem is due to the fact that in a catalyst-free 1,3-dipolar cycloaddition, when the mechanism switches from concerted to stepwise, the stereospecificity is lost and thus unwanted stereoisomers may emerge. The first proposals about the mechanism of the 1,3-dipolar reaction were due to Huisgen (concerted model) and subsequently by Firestone (two-step diradical channel) in the 1960s. After a decade of debate, most researchers accepted the concerted model for the reaction, but during these years, researchers reported some examples of the stepwise mechanism for catalyst-free 1,3-dipolar cycloadditions. This review attempts to find a number of factors that could influence the reaction channels and switch the mechanism from concerted to stepwise, or vice versa.


2021 ◽  
Vol 21 (7) ◽  
pp. 4110-4115
Author(s):  
Yechen Shen ◽  
Younghwan Kwon

Two reactive energetic plasticizers, 3-((2,2-dinitropropoxy)methoxy)prop-1-yne and 4-((2,2-dinitropropoxy)methoxy)but-1-yne which can react with an azido-containing poly(glycidyl azide-co-tetramethylene glycol) prepolymer by cupper-free 1,3-dipolor cycloaddition (“Click”) reaction, were synthesized and characterized, in order to investigate their plasticizing performance and catalyst-free 1,3-dipolar cycloaddition reactivity on energetic polyurethane binders. Two reactive energetic plasticizers showed better plasticizing performance than commercial energetic plasticizers. In the reactivity point of view, 3-((2,2-dinitropropoxy)methoxy)prop-1-yne exhibited higher Click reactivity than 4-((2,2-dinitropropoxy)methoxy)but-1-yne. Two synthesized plasticizers were found to fulfill the requirements for use as reactive energetic plasticizers.


2019 ◽  
Vol 55 (4-5) ◽  
pp. 352-358
Author(s):  
Yazmin Villarreal ◽  
Braulio Insuasty ◽  
Rodrigo Abonia ◽  
Alejandro Ortiz ◽  
Jairo Quiroga

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