Royal Society Open Science (Jan 2018)

ROTf-induced annulation of heteroatom reagents and unsaturated substrates leading to cyclic compounds

  • Song Zou,
  • Sheng Wang,
  • Chanjuan Xi

DOI
https://doi.org/10.1098/rsos.181389
Journal volume & issue
Vol. 5, no. 11

Abstract

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The development of metal-free organic reactions is one of the hotspots in the synthesis of cyclic compounds. ROTf (alkyl trifluoromethanesulfonates), due to their good electrophilicity, are powerful alkylating reagents at heteroatoms such as nitrogen, oxygen, sulfur and phosphorus to induce an electrophilic centre for carbon–carbon or carbon–heteroatom bond formation. Inspired by this chemistry, a variety of research concentrating on heterocycles synthesis has been carried out. In this review, we mainly summarize the ROTf-induced annulation of heteroatom reagents such as nitriles, carbodiimides, azobenzenes, isothiocyanates, aldehydes, isocyanates and phosphaalkene with themselves or alkynes to afford cyclic compounds.

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