title: Copper-catalyzed reaction of alpha-aryldiazoesters with terminal alkynes: a formal [3 + 2] cycloaddition route leading to indene derivatives.
abstract: It was discovered that Cu(IPr)Cl-catalyzed reaction of terminal alkynes with alpha-aryldiazoacetates provides indene derivatives, formal [3 + 2] cycloaddition adducts. Excellent regio- and chemoselectivity were observed to afford either 3H- or 1H-indene esters depending on the reaction conditions employed. The reaction is proposed to proceed via tandem processes: alkyne insertion into copper-carbenoid, intramolecular electrophilic attack on the aromatic ring, and then isomerization.
authors.affiliation: Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejeon 305-701, Republic of Korea.
authors.forename: Eun Ju
authors.initials: EJ
authors.lastname: Park
authors.forename: Seok Hwan
authors.initials: SH
authors.lastname: Kim
authors.forename: Sukbok
authors.initials: S
authors.lastname: Chang