A Novel Three-Component Reaction for the Diastereoselective Synthesis of 2H-Pyrimido[2,1-a]isoquinolines via 1,4-Dipolar Cycloaddition†

2002 ◽  
Vol 4 (21) ◽  
pp. 3575-3577 ◽  
Author(s):  
Vijay Nair ◽  
A. R. Sreekanth ◽  
N. Abhilash ◽  
Mohan M. Bhadbhade ◽  
Rajesh C. Gonnade
Keyword(s):  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
Three Component Reaction

scholarly journals Diastereoselective synthesis of dispirooxindoles via [3+2] cycloaddition of azomethine ylides to 3-phenacylideneoxindoles and evaluation of their cytotoxicity

RSC Advances ◽  
2018 ◽  
Vol 8 (42) ◽  
pp. 23990-23995 ◽  
Author(s):  
Ying Huang ◽  
Yi-Xin Huang ◽  
Jing Sun ◽  
Chao-Guo Yan
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
Three Component Reaction

The three-component reaction of 1,2,3,4-tetrahydroisoquinoline, isatins and 3-phenacylideneoxindoles in refluxing ethanol afforded dispiro[indoline-3,1′-pyrrolo[2,1-a]isoquinoline-3′,3′-indolines] (4a–4x) in good yields via 1,3-dipolar cycloaddition.

scholarly journals A Novel Three-Component Reaction for the Diastereoselective Synthesis of 2H-Pyrimido[2,1-a]isoquinolines via 1,4-Dipolar Cycloaddition.

ChemInform ◽  
2003 ◽  
Vol 34 (10) ◽  
Author(s):  
Vijay Nair ◽  
A. R. Sreekanth ◽  
N. Abhilash ◽  
Mohan M. Bhadbhade ◽  
Rajesh C. Gonnade
Keyword(s):  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
Three Component Reaction

Regio- and Diastereoselective Synthesis of Novel Polycyclic Pyrrolo[2,1-a]isoquinolines Bearing Indeno[1,2-b]quinoxaline Moieties by a Three-Component [3+2]-Cycloaddition Reaction

Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 267-271 ◽  
Author(s):  
Firouz Matloubi Moghaddam ◽  
Atiyeh Moafi ◽  
Behzad Jafari ◽  
Alexander Vilinger ◽  
Peter Langer
Keyword(s):  
Cycloaddition Reaction ◽  
Reaction Times ◽  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
X Ray Diffraction ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
Relative Stereochemistry ◽  
High Yields

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′H-spiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo[2,1-a]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N-ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis.

Diastereoselective synthesis of 2,3,4,5-tetrasubstituted isoxazolidines via 1,3-dipolar cycloaddition

Tetrahedron ◽  
2004 ◽  
Vol 60 (40) ◽  
pp. 8881-8892 ◽  
Author(s):  
Vellaisamy Sridharan ◽  
Shanmugam Muthusubramanian ◽  
Shanmugaperumal Sivasubramanian ◽  
Kurt Polborn
Keyword(s):  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis

Enantio- and Diastereoselective Synthesis of Isoxazolidines by Asymmetric 1,3-Dipolar Cycloaddition of Nitrones

1997 ◽  
Vol 26 (6) ◽  
pp. 547-548 ◽  
Author(s):  
Yutaka Ukaji ◽  
Katsumi Taniguchi ◽  
Kazunori Sada ◽  
Katsuhiko Inomata
Keyword(s):  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis

Diastereoselective Synthesis of 2,3,4,5-Tetrasubstituted Isoxazolidines via 1,3-Dipolar Cycloaddition.

ChemInform ◽  
2005 ◽  
Vol 36 (1) ◽  
Author(s):  
Vellaisamy Sridharan ◽  
Shanmugam Muthusubramanian ◽  
Shanmugaperumal Sivasubramanian ◽  
Kurt Polborn
Keyword(s):  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis

1,3-Dipolar Cycloaddition of 3-Amino Oxindole-Based Azomethine Ylides and O-Vinylphosphonylated Salicylaldehydes for Diastereoselective Synthesis of Oxindole Spiro-P,N-polycyclic Heterocycles

Synthesis ◽  
2020 ◽  
Vol 52 (09) ◽  
pp. 1387-1397
Author(s):  
Mingshu Wu ◽  
Dulin Kong ◽  
Tiao Huang ◽  
Li Liu ◽  
Qinghe Wang
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
Assembly Strategy

An efficient stereoselective assembly strategy for the construction of pyrrolidin-2,3′-oxindole cis-fused phosphadihydrocoumarins was established. The process involves the condensation of O-vinylphosphonylated salicylaldehydes and 3-amino oxindoles followed by intermolecular cycloaddition with high diastereoselectivity and atom economy.

ChemInform Abstract: An Efficient and Diastereoselective Synthesis of Hydrazino Amides via a Novel One-Pot Three-Component Reaction.

ChemInform ◽  
2013 ◽  
Vol 44 (35) ◽  
pp. no-no
Author(s):  
Sorour Ramezanpour ◽  
Saeed Balalaie ◽  
Frank Rominger ◽  
Hamid Reza Bijanzadeh
Keyword(s):  
Diastereoselective Synthesis ◽  
One Pot ◽  
Three Component Reaction
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