1,7-Diazaspiro[5.5]undecane – A Neglected Heterocycle
Abstract
A convenient and simple three step synthesis of 1,7-diazaspiro[5.5]undecane via Claisen condensation and acid catalyzed decarboxylation and spirocyclization of <i>N</i>-Boc-δ-valerolactam is described. Reactions of this spiroaminal with electrophiles including alkyl halides, alkane dihalides, acid chlorides, and sulfonyl chlorides gave either spirocyclic adducts or tetrahydropyridine derivatives. Additionally, the parent heterocycle is a novel bidentate ligand and formed complexes with ruthenium(II) and copper(II)- Text
- Journal contribution
- Biophysics
- Biochemistry
- Microbiology
- Molecular Biology
- Pharmacology
- Biotechnology
- Chemical Sciences not elsewhere classified
- spirocyclic adducts
- alkyl halides
- spirocyclization
- decarboxylation
- Claisen condensation
- spiroaminal
- Neglected HeterocycleA
- Diazaspiro
- step synthesis
- complex
- alkane dihalides
- novel bidentate ligand
- electrophile
- tetrahydropyridine derivatives
- ruthenium
- acid chlorides
- diazaspiro
- sulfonyl chlorides
- parent heterocycle
Similar works
This paper was published in FigShare.
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