Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light

  • Trevor C. Sherwood
  • , Hai Yun Xiao
  • , Roshan G. Bhaskar
  • , Eric M. Simmons
  • , Serge Zaretsky
  • , Martin P. Rauch
  • , Robert R. Knowles
  • , T. G.Murali Dhar

Research output: Contribution to journalArticlepeer-review

59 Scopus citations

Abstract

An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Original languageEnglish (US)
Pages (from-to)8360-8379
Number of pages20
JournalJournal of Organic Chemistry
Volume84
Issue number13
DOIs
StatePublished - Jul 5 2019

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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