A new synthesis of piperidines and pyridines and pyridines: [3+3] annulation of 2-azaallyl anions
β Scribed by Thomas W. Bell; Lain-Yen Hu
- Book ID
- 104216716
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 232 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
A one-pot approach to 6-membered heterocyclic rings combines two 1,3-dipole equivalents: P-azaallyl anions (2) and iodosilane 3. The resulting a-2.6.disubstituted 4methylenepiperidines are converted in high yield to 2,4,6_trisubstituted pyridines (6) by oxidation with mercuric acetate in acetic acid.
π SIMILAR VOLUMES
## Abstract Reaction of (dialkylamino)alkyl chloride with picolyllithiums provides the corresponding pyridine derivatives from which the piperidines are obtained by catalytic hydrogenation.
## Abstract Cyclocondensation of cyanoacetamide and cyanothioacetamide with sodium salt of 3βhydroxyβ1β(pyridinβ3βyl)propβ2βenβ1βone gave 6βoxoβ[2,3β²]bipyridine **5a** and 6βthioxoβ[2,3β²]bipyridine **5b** derivatives, respectively. Compound **5b** upon treatment with different methylenes **8** gave