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Visible-Light-Mediated [4+2] Cycloaddition of Styrenes: Synthesis of Tetralin Derivatives

  • Leifeng Wang
  • , Fengjin Wu
  • , Jiean Chen
  • , David A. Nicewicz*
  • , Yong Huang
  • *Corresponding author for this work

Research output: Contribution to journalJournal Articlepeer-review

Abstract

We report a formal [4+2] cycloaddition reaction of styrenes under visible-light catalysis. Two styrene molecules with different electronic or steric properties were found to react with each other in good yield and excellent chemo- and regioselectivity. This reaction provides direct access to polysubstituted tetralin scaffolds from readily available styrenes. Sophisticated tricyclic and tetracyclic tetralin analogues were prepared in high yield and up to 20/1 diasteroselectivity from cyclic substrates.

Original languageEnglish
Pages (from-to)6896-6900
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number24
DOIs
Publication statusPublished - 6 Jun 2017
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • cycloaddition
  • organocatalysis
  • photoredox chemistry
  • radical reactions
  • tetralin

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