title: Aza-oxy-carbanion relay via non-Brook rearrangement: efficient synthesis of furo[3,2-c]pyridinones.
abstract: An aza-oxy-carbanion relay via tandem Michael addition/ring opening of cyclopropane and recyclization/carbanion migration/electrophile trapping has been developed by the utilization of 1-cinnamoylcyclopropanecarboxamides to react with various electrophiles. This represents the first example of anion relay chemistry via non-Brook rearrangement. This novel protocol has been applied in the facile and efficient synthesis of biologically active bicyclic furo[3,2-c]pyridinone compounds.
authors.affiliation: Department of Chemistry, Northeast Normal University, Changchun 130024, China. liangfs112@nenu.edu.cn
authors.forename: Fushun
authors.initials: F
authors.lastname: Liang
authors.forename: Shaoxia
authors.initials: S
authors.lastname: Lin
authors.forename: Ying
authors.initials: Y
authors.lastname: Wei
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry; D004583:Electrons; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001372:Aza Compounds; D003521:Cyclopropanes; D011728:Pyridones; D002244:Carbon; C030797:cyclopropane