Chapter

Halogenated Heterocycles

Volume 27 of the series Topics in Heterocyclic Chemistry pp 65-100

Date:

Synthesis of β-Halofurans

  • Roman DembinskiAffiliated withDepartment of Chemistry, Oakland University Email author 
  • , Yan LiAffiliated withDepartment of Chemistry, Oakland University
  • , Deepthi GundapuneniAffiliated withDepartment of Chemistry, Oakland University
  • , Alicia DeckerAffiliated withDepartment of Chemistry, Oakland University

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Abstract

Furans substituted with halogens at the beta carbon, which is less prone to electrophilic reactions compared to an alpha position, are important intermediates for accessing highly substituted furans. The regioselectivity of the introduction of a halogen plays an important role in their preparation. This review summarizes efforts for the synthesis of β-halofurans (but not benzofurans) as sorted by halogen (iodo, bromo, chloro, and fluoro). This article provides general reaction schemes that were confirmed with multiple examples and are sometimes applicable to other halogens, and selected reactions specific to a particular substrate and a halogen.

Keywords

Bromofurans Chlorofurans Fluorofurans Furan(s) Iodofurans