Unexpected NC bond fission of fused N-alkylbenzimidazolium salts. A new approach to pyrido[1,2-a]- or pyridazino[1,6-a]benzimidazoles
✍ Scribed by Jorge G. Siro; Joaquín Pastor; JoséL. García-Navío; Juan J. Vaquero; Julio Alvarez-Builla
- Book ID
- 104208314
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 345 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
The reaction of N-carboxymethylpyrido[1,2-a]-and pyridazino[1,6-a]benzimidazolium salts with thionyl chloride resulted in an N-C bond fission, yielding the corresponding pyrido[ 1,2-a]and pyridazino[1,6-a]benzimidazoles. A similar dealkylation process was observed when analogous N-propargylic derivatives were treated with Cu (II) acetate.
📜 SIMILAR VOLUMES
The enolate of 4-N-(tert-butyloxycarbonyl)aminobutyro-7-lacto~e 9 reacted with 2-bromo-1methylindole-3-carboxaldehyde it, the presence of stannic chloride to give the product of aldol condensation 16. Deprotection and dehydration of the latter with trifluoroacetic' acid and dimethyl sulfide followed