Copper-Catalyzed Directed Hydroindolation/Annulation Sequence of Alkynes with Indoles via Copper Carbenes
Document Type
Article
Publication Date
6-14-2024
Abstract
Described herein is an efficient copper-catalyzed tandem alkyne indolylcupration-initiated 1,2-indole migration/6π-electrocyclic reaction of allene-ynamides with indoles by the in situ-generated metal carbenes. This method allows the efficient synthesis of valuable indole-fused spirobenzo[f]indole-cyclohexanes with high regio- and stereoselectivity. In addition, this reaction affords rapid access to the functionalized spirobenzo[f]indole-cyclohexanes in the absence of indoles by a presumable 5-exo-dig cyclization/Friedel-Crafts alkylation via copper-containing all-carbon 1,4-dipoles.
Publication Title
Organic Letters
Recommended Citation
Ma, G.,
Cui, Q.,
Wei, K.,
Jiang, X.,
Lv, D.,
Xue, X.,
Zhu, X.,
Ru, G.,
Xie, X.,
&
Shen, W.
(2024).
Copper-Catalyzed Directed Hydroindolation/Annulation Sequence of Alkynes with Indoles via Copper Carbenes.
Organic Letters,
26(23), 4945-4952.
http://doi.org/10.1021/acs.orglett.4c01483
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p2/822