A one-pot synthesis of substituted pyrido[2,3-b]indolizines

作者：Proenca Fernanda^*; Costa Marta

来源：Tetrahedron, 2011, 67(6): 1071-1075.

DOI：10.1016/jset.2010.12.047

• 1-(Cyanomethyl)pyridinium chloride
• Acetylacetone
• alpha,beta-unsaturated carbonyl compounds
• Pyrido[2,3-b]indolizine
• One-pot synthesis

An efficient and novel approach to the synthesis of substituted pyrido[2,3-b]indolizine-10-carbonitriles was developed. These structures are practically unavailable through previously described methods. The cascade transformation involves the reaction of alpha,beta-unsaturated carbonyl compounds with a stable dimer prepared from 1-(cyanomethyl)pyridinium chloride. The reaction was performed under reflux conditions in ethanol/water and in the presence of sodium acetate. This procedure represents a eco-friendly regioselective approach to the pyrido[2,3-b]indolizine core structure.

• 出版日期2011-2-11