Issue 24, 2016

Acid-promoted bicyclization of arylacetylenes to benzobicyclo[3.2.1]octanes through cationic rearrangements

Abstract

Acid-promoted efficient, site- and stereo-selective bicyclization of alkynes to polycyclic compounds (benzobicyclo[3.2.1]octanes) was realized with atom- and step-economy. The reaction proceeded through two C–C bonds formed on remote alkyl C–H bonds via twice long-distance cationic rearrangement.

Graphical abstract: Acid-promoted bicyclization of arylacetylenes to benzobicyclo[3.2.1]octanes through cationic rearrangements

Supplementary files

Article information

Article type
Communication
Submitted
17 Jan 2016
Accepted
26 Feb 2016
First published
26 Feb 2016

Chem. Commun., 2016,52, 4537-4540

Acid-promoted bicyclization of arylacetylenes to benzobicyclo[3.2.1]octanes through cationic rearrangements

X. Su, Y. Sun, J. Yao, H. Chen and C. Chen, Chem. Commun., 2016, 52, 4537 DOI: 10.1039/C6CC00452K

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