2(5H)-呋喃酮与含氮亲核试剂反应研究进展

Progress in Reactions of 2(5H)-Furanone with Nucleophiles Containing Nitrogen

2(5H)-呋喃酮作为一种α,β-不饱和环丁内酯,可发生多种反应,特别是其不饱和碳碳双键上连有卤素时,2(5H)-呋喃酮的高反应性使其被广泛应用于有机合成.按照反应后五元环内酯产物上取代基位置的不同,综述了2(5H)-呋喃酮与含氮亲核试剂通过Michael加成、串联的Michael加成-消除、偶极环加成和钯催化耦合等反应合成β-取代、α,β-取代和γ-取代环状衍生物在近十几年的研究进展.

As a kind of α,β-unsaturated butyrolactone, 2（SH）-furanone is so reactive in lots of reactions that it has been used extensively in organic synthesis, especially, when a halogen atom is attached to the C=C unsaturated bond. According to the different reaction points, the recent advance in reactions of 2（5H）-furanone with nucleophiles containing nitrogen to give cyclic derivatives with β-substituent, α,β-disubstituents or γ-substituent via Michael addition, tandem Michael addition-elimination, dipolar cycloaddition or palladium-catalyzed cross-coupling reactions is reviewed.