Photoinduced Deoxygenative Borylations of Aliphatic Alcohols

Jingjing Wu, Robin Baer, Lin Guo, Adam Noble, Varinder Kumar Aggarwal

Research output: Contribution to journalArticle (Academic Journal)peer-review

94 Citations (Scopus)
302 Downloads (Pure)

Abstract

A photochemical method for converting aliphatic alcohols into boronic esters is described. Preactivation of the alcohol as a 2‐iodophenyl‐thionocarbonate enables a novel Barton‐McCombie‐type radical deoxygenation that proceeds efficiently with visible light irradiation and without the requirement for a photocatalyst, a radical initiator, or tin or silicon hydrides. The resultant alkyl radical is intercepted by bis(catecholato)diboron, furnishing boronic esters from a diverse range of structurally complex alcohols.
Original languageEnglish
Number of pages6
JournalAngewandte Chemie - International Edition
Early online date15 Oct 2019
DOIs
Publication statusE-pub ahead of print - 15 Oct 2019

Keywords

  • Boronsäureester
  • Borylierungen
  • Desoxygenierung
  • Photochemie
  • Radikalreaktionen

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