A novel three-component reaction of a secondary amine and a 2-hydroxybenzaldehyde derivative with an isocyanide in the presence of silica gel: an efficient one-pot synthesis of benzo[b]furan derivatives
β Scribed by Ali Ramazani; Amir Tofangchi Mahyari; Morteza Rouhani; Aram Rezaei
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 183 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Reaction of an isocyanide with an iminium ion intermediate, formed by reaction between an electronpoor 2-hydroxybenzaldehyde derivative and a secondary amine in the presence of silica gel proceeds smoothly at room temperature to afford benzo[b]furan derivatives in high yields.
π SIMILAR VOLUMES
The zwitterion, formed from the reaction of an alkyl isocyanide and a dialkyl acetylenedicarboxylate, reacts with phenacyl halides in H 2 O to produce g-iminolactone derivatives in high yields. H 2 O helps to avoid the use of highly toxic and environmentally unfavorable solvents for this conversion.
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