title: Carbazoles from the [4C+2C] Reaction of 2,3-Allenols with Indoles.
abstract: A mild and efficient method using readily available 1-aryl-2,3-allenols and unprotected-N indoles, Au+-catalyzed cyclization, and aromatization to afford the final [4C+2C] products, carbazoles 4, with an excellent selectivity, is reported. The reaction demonstrates excellent regioselectivity and allows the N-H unit to undergo reactivity unprotected. A mechanism involving a spiropolycyclic intermediate has been proposed and synthetic application is also demonstrated.
authors.affiliation: Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, 310027, Zhejiang, P.R. China.
authors.forename: Binjie
authors.initials: B
authors.lastname: Guo
authors.affiliation: Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, 310027, Zhejiang, P.R. China.
authors.forename: Xin
authors.initials: X
authors.lastname: Huang
authors.affiliation: Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, 310027, Zhejiang, P.R. China.
authors.forename: Chunling
authors.initials: C
authors.lastname: Fu
authors.affiliation: Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, 310027, Zhejiang, P.R. China.
authors.forename: Shengming
authors.initials: S
authors.lastname: Ma
keywords: allenes; aromatization; carbazoles; cyclization; indoles