Direct halosulfenylation of benzo[b]furans: a metal-free synthesis of 3-halo-2-thiobenzo[b]furans.

Org Biomol Chem

College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China.

Published: December 2018

AI Article Synopsis

  • The research introduces a new method for directly modifying benzo[b]furans using common chemicals like disulfides and N-halosuccinimides without needing metals.
  • This process generates various 3-halo-2-thiobenzo[b]furans, with yields ranging from moderate to excellent, showcasing its efficiency.
  • Specifically, the presence of halogens (like bromo or iodo) on the benzo[b]furan makes it easier to create even more diverse compounds afterwards.

Article Abstract

The first example of the direct halosulfenylation of benzo[b]furans with commercially available disulfides and N-halosuccinimides has been achieved, providing an efficient metal-free synthetic pathway to access diverse 3-halo-2-thiobenzo[b]furans in moderate to excellent yields. In particular, a halogen (e.g., bromo or iodo) substituent on the benzo[b]furan ring is amenable for further synthetic elaborations thereby broadening the diversity of the products.

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Source
http://dx.doi.org/10.1039/c8ob02680gDOI Listing

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