1,3-Dipolar cycloaddition reactions of phthalic anhydrides with an azomethine ylide-Reference-Cited by-同舟云学术

1,3-Dipolar cycloaddition reactions of phthalic anhydrides with an azomethine ylide

Published:2015 Issue:6 Volume:2 Page:705-712
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Santos Hugo¹²³,Distiller Amy¹²³,D'Souza Asha M.¹²³,Arnoux Quentin¹²³,White Jonathan M.⁴⁵⁶⁷³,Meyer Adam G.¹²³,Ryan John H.¹²³

Affiliation:

1. CSIRO Manufacturing Flagship

2. Clayton South

3. Australia

4. School of Chemistry

5. Bio21 Institute

6. University of Melbourne

7. Parkville

Abstract

A series of phthalic anhydrides underwent a 1,3-dipolar cycloaddition reaction with N-benzylazomethine ylide to produce unstable spiro(isobenzofuran-1,5′-oxazolidin)-3-ones, which underwent a subsequent reductive ring-opening reaction to afford 1(3H)-isobenzofuranones.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/QO/C5QO00062A

Reference50 articles.

1. 1,3-Dipolar Cycloadditions. Past and Future

2. Palladium-Catalyzed Dearomative Trimethylenemethane Cycloaddition Reactions

3. Organocatalytic Asymmetric Inverse-Electron-Demand 1,3-Dipolar Cycloaddition of N,N′-Cyclic Azomethine Imines

4. Enantioselective Construction of Spiro[indoline-3,2′-pyrrole] Framework via Catalytic Asymmetric 1,3-Dipolar Cycloadditions Using Allenes as Equivalents of Alkynes

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