Literature DB >> 28190225

A synthesis of functionalized dihydro-1Η-pyrrolizines and spiropyrrolizines via [2 + 3] cycloaddition reactions.

Issa Yavari1, Leila Baoosi2, Mohammad R Halvagar3.   

Abstract

A one-pot synthesis of dihydro-1H-pyrrolizine derivatives via [Formula: see text] cycloaddition reaction of azomethine ylides, prepared in situ from proline and ninhydrin, with dialkyl acetylenedicarboxylates, in alcohols, is described. When sarcosine was used instead of proline, functionalized spiropyrrolizines were obtained. Under these conditions, alkyl propiolates produced stable spirans.

Entities:  

Keywords:  1, 3-Dipolar cycloaddition; Dihydro-1H-pyrrolizine; Ninhydrin; Spirans; Spiropyrrolizines

Mesh：

Substances：

Year:  2017        PMID： 28190225     DOI： 10.1007/s11030-017-9725-z

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  10 in total

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Journal:  Org Biomol Chem       Date:  2010-09-28       Impact factor: 3.876

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Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

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Journal:  Mol Divers       Date:  2015-03-08       Impact factor: 2.943

Review 4.  Ketorolac. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential.

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Journal:  Drugs       Date:  1990-01       Impact factor: 9.546

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6.  A green, multicomponent, regio- and stereo-selective 1,3-dipolar cycloaddition of azides and azomethine ylides generated in situ with bifunctional dipolarophiles using PEG-400.

Authors:  Jayant Sindhu; Harjinder Singh; J M Khurana
Journal:  Mol Divers       Date:  2014-02-28       Impact factor: 2.943

7.  Asymmetric organocatalytic N-alkylation of indole-2-carbaldehydes with alpha,beta-unsaturated aldehydes: one-pot synthesis of chiral pyrrolo[1,2-a]indole-2-carbaldehydes.

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Journal:  Chemistry       Date:  2010-01-11       Impact factor: 5.236

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Journal:  Mol Divers       Date:  2014-01-14       Impact factor: 2.943

9.  Synthesis of first ever 4-quinolone-3-carboxylic acid-appended spirooxindole-pyrrolidine derivatives and their biological applications.

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Journal:  Mol Divers       Date:  2016-09-26       Impact factor: 2.943

Review 10.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

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Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943
  10 in total
  2 in total

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2.  Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.

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  2 in total

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