• Bulletin of the Korean Chemical Society
• /
• v.33 no.1
• /
• pp.341-343
• /
• 2012

• Bulletin of the Korean Chemical Society
• /
• v.20 no.8
• /
• pp.929-934
• /
• 1999

2-( β-Alkoxyvinyl)-4-(1-hydroxyalkyl)pyrroles (14) were synthesized from 4-acylpyrrole-2-carboxylates (8) by sequential reduction of their acyl and alkoxycarbonyl groups to give 4-(1-hydroxyalkyl)pyrrole-2-carbalde-hydes (13) followed by Wittig reaction of the aldehydes with the ylide of alkoxymethylphosphonium chloride. Diels-Alder reaction of 2-(β-alkoxyvinyl)-4-(1-hydroxyalkyl)pyrroles with trans-methyl β-nitroacrylate gave 6-alkoxy-3-(1-hydroxyalkyl)-5-nitro-4,5,6,7-tetrahydroindole-4-carboxylates (3).