Silica gel-promoted tandem addition-cyclization reactions of 2-alkynylbenzenamines with isothiocyanates

J Comb Chem. 2010 May 10;12(3):370-3. doi: 10.1021/cc100012a.

Abstract

Tandem addition-cyclization reactions of 2-alkynylbenzenamines with isothiocyanates promoted by silica gel are described. This reaction proceeds smoothly at 80 degrees C under metal- and solvent-free conditions, which provides an efficient and practical route for the generation of 2,4-dihydro-1H-benzo[d][1,3]thiazines. The recovered silica gel could be reused for several times.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Amines / chemistry*
  • Benzene Derivatives / chemistry*
  • Benzothiazoles / chemical synthesis
  • Benzothiazoles / chemistry*
  • Cyclization
  • Isothiocyanates / chemistry*
  • Models, Chemical
  • Silica Gel
  • Silicon Dioxide / chemistry*
  • Temperature
  • Thiazines / chemical synthesis*
  • Thiazines / chemistry

Substances

  • Alkynes
  • Amines
  • Benzene Derivatives
  • Benzothiazoles
  • Isothiocyanates
  • Thiazines
  • Silica Gel
  • Silicon Dioxide