Repository Article

·2013

Reductive Heck reactions and [3+2] cycloadditions of unsaturated N,N'-bistricyclic imides.

Melek Gül YTU , Irem Kulu YTU , Ömer Tahir Günkara YTU , Nüket Öcal YTU

PubMed

Abstract

The C-C coupling of N,N'-bis(5-norbornene-2,3-dicarboximide) (3) and N,N'-bis(7-oxa-5-norbornene-2,3-dicarboximide) (6) with aryl and heteroaryl iodides gave under reductive Heck conditions the C-aryl(hetaryl), substituted N,N'-bistricyclic imides 7a-f and 8a,b. The fused spiro-1,3-indandionolylpyrrolidine compounds, 9, 10 and 11 were also obtained from ninhydrine, sarcosine and 3 or 6 via [3+2]cycloaddition.

Keywords

Norbornene Sarcosine Chemistry Cycloaddition Heck reaction Aryl Imide Medicinal chemistry Oxazolone Stereochemistry Organic chemistry Catalysis Glycine Amino acid

Subject Areas

Asymmetric Synthesis and Catalysis ·Organic Chemistry ·Physical Sciences
Cyclopropane Reaction Mechanisms ·Organic Chemistry ·Physical Sciences
Synthesis and Catalytic Reactions ·Organic Chemistry ·Physical Sciences

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