Chiral NHC-catalyzed 1,3-dipolar [3 + 2] cycloaddition of azomethine imines with α-chloroaldehydes for the synthesis of bicyclic pyrazolidinones

2018 ◽  
Vol 16 (24) ◽  
pp. 4433-4438 ◽  
Author(s):  
Limin Yang ◽  
Yunbo Lv ◽  
Fei Wang ◽  
Guofu Zhong
Keyword(s):  
Cycloaddition Reaction ◽  
Azomethine Imines

An NHC-catalyzed [3 + 2] cycloaddition reaction of azomethine imines and α-chloroaldehydes was developed for the synthesis of chiral bicyclic pyrazolidinone derivatives.

Phosphine-catalyzed [4 + 3] cycloaddition reaction of aromatic azomethine imines with allenoates

RSC Advances ◽  
2015 ◽  
Vol 5 (43) ◽  
pp. 34481-34485 ◽  
Author(s):  
Zhen Li ◽  
Hao Yu ◽  
Yalin Feng ◽  
Zhanfeng Hou ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient phosphine-catalyzed [4 + 3] cycloaddition of aromatic azomethine imines with allenoates has been developed, providing dinitrogen-fused heterocyclic compounds in moderate to excellent yields.

scholarly journals 1,3-Dipolar cycloaddition of isatin N,N′-cyclic azomethine imines with α,β-unsaturated aldehydes catalyzed by DBU in water

RSC Advances ◽  
2020 ◽  
Vol 10 (41) ◽  
pp. 24288-24292 ◽  
Author(s):  
Zhan-Yong Wang ◽  
Ting Yang ◽  
Rongxiang Chen ◽  
Xueji Ma ◽  
Huan Liu ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Unsaturated Aldehydes ◽  
Quaternary Center ◽  
Azomethine Imines ◽  
Green Procedure

A simple and green procedure was established by [3 + 3] cycloaddition reaction of isatin derived cyclic imine 1,3-dipoles with α,β-unsaturated aldehydes, giving spirooxindoles with aza-quaternary center in good yields and diastereoselectivities.

Highly stereoselective [3+2]-cycloaddition reaction of stabilised N , N ′-cyclic azomethine imines with 3-nitro-2-phenyl-2 H -chromenes: Synthesis of tetrahydrochromeno[4,3- c ]pyrazolo[1,2- a ]pyrazol-11-ones

2017 ◽  
Vol 58 (42) ◽  
pp. 3989-3992 ◽  
Author(s):  
Alexey Y. Barkov ◽  
Nikolay S. Zimnitskiy ◽  
Igor B. Kutyashev ◽  
Vladislav Y. Korotaev ◽  
Vyacheslav Y. Sosnovskikh
Keyword(s):  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient [4+3] cycloaddition reaction of aza-o-quinodimethanes with C,N-cyclic azomethine imines: stereoselective synthesis of 1,2,4-triazepines

RSC Advances ◽  
2015 ◽  
Vol 5 (94) ◽  
pp. 76696-76699 ◽  
Author(s):  
L. Chen ◽  
G. M. Yang ◽  
J. Wang ◽  
Q. F. Jia ◽  
J. Wei ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient [4+3] cycloaddition reaction of in situ generated aza-o-quinodimethanes with C,N-cyclic azomethine imines has been developed.

CuI-Catalyzed [3+2] Cycloaddition of Hindered Vinylidenebisphosphonates (VBP) with Azomethine Imines for Highly Regioselective Access to Dinitrogen-Heterobicycle-Containing Bisphosphonates

Synthesis ◽  
2018 ◽  
Vol 50 (13) ◽  
pp. 2601-2607
Author(s):  
Zhongxiang Zhu ◽  
Qinghe Wang ◽  
Dulin Kong ◽  
Tiao Huang ◽  
Mingshu Wu
Keyword(s):  
Biological Activity ◽  
Low Cost ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Atom Economy ◽  
Mild Conditions ◽  
Synthetic Strategy ◽  
Fused Heterocycles ◽  
Azomethine Imines ◽  
High Stereoselectivity

A concise, atom-economic, and highly regioselective synthetic strategy for the construction of several dinitrogen-fused heterocycles bearing bisphosphonates by 1,3-dipolar cycloaddition reaction of azomethine imines with tetraethyl vinylidene-1,1-bisphosphonate in the presence of CuI in toluene media has been developed. The targeted compounds were obtained in good yields and with excellent regioselectivity. This method for the synthesis of gem-bisphosphonates (BPs) is particularly attractive due to features such as low cost, mild conditions, atom economy, high stereoselectivity, and potential biological activity of the product.

Asymmetric 1,3-Dipolar Cycloaddition Reaction of Azomethine Imines to Allyl Alcohol

2008 ◽  
Vol 37 (3) ◽  
pp. 342-343 ◽  
Author(s):  
Tomomitsu Kato ◽  
Shuhei Fujinami ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata
Keyword(s):  
Allyl Alcohol ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Azomethine Imines

Thermal [3+2] cycloaddition reaction of azomethine imines with allenoates for dinitrogen-fused heterocycles

Tetrahedron ◽  
2012 ◽  
Vol 68 (10) ◽  
pp. 2349-2356 ◽  
Author(s):  
Risong Na ◽  
Honglei Liu ◽  
Zhen Li ◽  
Bo Wang ◽  
Jun Liu ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Fused Heterocycles ◽  
Azomethine Imines
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