Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated <i>In Situ</i> Simultaneously

Liu, Fang‐Hui; Song, Yubao; Zhai, Lijuan; Li, Ming

doi:10.1002/jhet.1952

Cited by 12 publications

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“…It is worth mentioning that the aromatic aldehydes with substituents at ortho-position, such as the products 6i and 6j, could give rise to the rotamers (Fig. 2) in a ratio of about 0.76:0.24 and 0.74:0.26 determined by 1 H-NMR spectroscopy, respectively ( Table 2, entries 9 and 10), because of the large torsional barrier with the adjacent 1,3-indanedione group [16].…”

Section: Resultsmentioning

confidence: 99%

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

et al. 2015

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The introduced method allows 1,3-dipole azomethine ylides and olefinic dipolarophiles to be simultaneously generated in situ, which makes this novel annulation strategy both practical and attractive with the advantages of direct use of commercially available and inexpensive reagents, simple experimental and work-up procedures, and mild reaction conditions. -(LIU, F.-H.; SONG, Y.-B.; ZHAI, L.-J.; LI*, M.; J. Heterocycl. Chem. 52 (2015) 2, 322-329, http://dx.

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Section: Resultsmentioning

confidence: 99%

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

et al. 2015

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N ‐Methylglycine

Ganesh

Rao

2022

Encyclopedia of Reagents for Organic Synthesis

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MgSiO₃ nanoparticle‐catalyzed 1,3‐dipolar cycloaddition reactions in the synthesis of novel spiroindane‐1,3‐diones derived from substituted chalcones

Hegde

Sannegowda

Reddy

et al. 2019

J Chinese Chemical Soc

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Employment of metal nanoparticles has been one of the most promising synthetic strategies for a number of chemical transformations. New spiroindane‐1,3‐diones were synthesized through [3 + 2] cycloaddition in moderate to high yields by a three‐component reaction of heterocyclic chalcone derivatives, ninhydrin, and sarcosine/L‐proline. The presence of heterogenous MgSiO3 nanoparticles (NPs) under microwave irradiation showed a robust effect in improving the yield of the desired products. Furthermore, the catalyst may be recovered and reused without significant loss of activity.

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Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated In Situ Simultaneously

Cited by 12 publications

References 50 publications

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

N ‐Methylglycine

MgSiO₃ nanoparticle‐catalyzed 1,3‐dipolar cycloaddition reactions in the synthesis of novel spiroindane‐1,3‐diones derived from substituted chalcones

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Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated In Situ Simultaneously

Cited by 12 publications

References 50 publications

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

ChemInform Abstract: Synthesis of Spiropyrrolidines via Five‐Component 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Olefinic Dipolarophiles Generated in situ Simultaneously.

N ‐Methylglycine

MgSiO3 nanoparticle‐catalyzed 1,3‐dipolar cycloaddition reactions in the synthesis of novel spiroindane‐1,3‐diones derived from substituted chalcones

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MgSiO₃ nanoparticle‐catalyzed 1,3‐dipolar cycloaddition reactions in the synthesis of novel spiroindane‐1,3‐diones derived from substituted chalcones