title: Rhodium-catalyzed [(3+2)+1] carbocyclization reactions of alkynylidenecyclopropanes with carbon monoxide: regiospecific construction of polysubstituted phenols.
abstract: The development of the rhodium-catalyzed [(3+2)+1] carbocyclization reaction of alkynylidenecyclopropanes with carbon monoxide to construct polysubstituted phenols is described. This work offers a convenient method for the selective formation of tetra- and pentasubstituted phenols, which provide important intermediates for target directed synthesis. Finally, the ability to regiospecifically functionalize the phenols using conventional methods further illustrates the utility of this process.
authors.affiliation: Department of Chemistry, Queen's University , 90 Bader Lane, Kingston, ON K7L 3N6, Canada.
authors.forename: P Andrew
authors.initials: PA
authors.lastname: Evans
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Burnie
authors.forename: Daniela E
authors.initials: DE
authors.lastname: Negru
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002248:Carbon Monoxide / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D003521:Cyclopropanes; D010636:Phenols; D002248:Carbon Monoxide; D012238:Rhodium