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- Title
Preparation of Spiropiperidines in Water.
- Authors
Miklós, Ferenc; Fülöp, Ferenc
- Abstract
An environmentally benign spirocyclization is described for the synthesis of 4-spiropiperidines from 2-aminocarbohydrazides in water at room temperature without any catalyst. The condensation of carbocyclic 2-aminocarbohydrazides with N-benzylpiperidinone (2) led to 3'-aminospiropiperidine-quinazolinones (3a-3d). Anthranilic hydrazide 4 gave 2- amino-N'-(1-benzylpiperidin-4-ylidene)benzohydrazide (7), while glycine hydrazide (8) reacted with 2 moles of 2 to afford 1-benzylpiperidin-4-ylidenamino-1,4,8-triazaspiro[4.5]decane (9). All products precipitated from the reaction mixture and were obtained in excellent yields. No further work-up or purification was necessary.
- Subjects
PIPERIDINE; RING formation (Chemistry); CARBOCYCLIC acids; SALTWATER solutions; CHEMICAL reactions
- Publication
Acta Chimica Slovenica, 2009, Vol 56, Issue 3, p674
- ISSN
1318-0207
- Publication type
Article