AI Article Synopsis

  • This study introduces the first method for iodo-cycloisomerization, turning 1-(indol-3-yl)-1-arylbut-3-yn-2-ols into 3-iodocarbazoles.
  • The process involves a series of reactions, starting with a 5-endo-spirocyclization, followed by a selective 1,2-alkyl migration.
  • The synthesis aligns with green chemistry principles by using safe materials, minimizing waste, and conducting the reaction at room temperature in a short time.

Article Abstract

Herein, we disclose the first report on iodo-cycloisomerization of 1-(indol-3-yl)-1-arylbut-3-yn-2-ols to form 3-iodocarbazoles. The synthesis proceeds through a cascade 5-endo-spirocyclization, followed by selective 1,2-alkyl migration. This method governs the green synthesis principles such as open-flask reaction, AcOEt as the solvent, rt reaction with short time, use of iodine, and broad substrate scope with atom and step economy.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6643784PMC
http://dx.doi.org/10.1021/acsomega.8b02393DOI Listing

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