Microwave-assisted one-pot tandem reactions for direct conversion of primary alcohols and aldehydes to triazines and tetrazoles in aqueous media

J Org Chem. 2007 Apr 13;72(8):3141-4. doi: 10.1021/jo0625352. Epub 2007 Mar 16.

Abstract

A series of primary alcohols and aldehydes were treated with iodine in ammonia water under microwave irradiation to give the intermediate nitriles, which without isolation underwent [2+3] cycloadditions with dicyandiamide and sodium azide to afford high yields of the corresponding triazines and tetrazoles, including the alpha-amino- and dipeptidyl tetrazoles in high optical purity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Aldehydes / chemistry*
  • Hot Temperature
  • Microwaves*
  • Tetrazoles / chemistry*
  • Triazines / chemistry*
  • Water / chemistry*

Substances

  • Alcohols
  • Aldehydes
  • Tetrazoles
  • Triazines
  • Water