A novel, chemoselective one-pot procedure for the preparation of 3H-spiro[isobenzofuran-1,2′-pyrrole]-3,3′(1′H)-dione derivatives via oxidative cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles

A one-pot, efficient and chemoselective procedure for the synthesis of new 3H-spiro[isobenzofuran-1,2′-pyrrole]-3,3′(1′H)-dione derivatives has been developed which involves room temperature oxidative cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles themselves synthesized from the reaction of ninhyd...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 55; no. 12; pp. 1967 - 1970
Main Authors Mahdavinia, Gholam Hossein, Mohammadizadeh, Mohammad R., Ariapour, Noushin, Alborz, Maryam
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 19.03.2014
Elsevier
Subjects
Chemistry
Chemistry, Organic
Chemoselective
Cleavage
Derivatives
Ethanol
Ethyl alcohol
Indenopyrroles
Ninhydrin
One-pot
Oxidation
Oxidative cleavage
Physical Sciences
Science & Technology
Spiroisobenzofuranopyrroles
Synthesis
Tetrahedrons
One-pot
Spiroisobenzofuranopyrroles
Indenopyrroles
Chemoselective
Oxidative cleavage
FACILE SYNTHESIS
EFFICIENT
Online AccessGet full text

Cover

More Information
Summary:A one-pot, efficient and chemoselective procedure for the synthesis of new 3H-spiro[isobenzofuran-1,2′-pyrrole]-3,3′(1′H)-dione derivatives has been developed which involves room temperature oxidative cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles themselves synthesized from the reaction of ninhydrin and enaminones in 30% ethanol. A reasonable mechanism is proposed for the oxidation reaction based on the results of this study and our previous related work.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.10.156