Microwave-Assisted One-Pot Tandem Reactions for Direct Conversion of Primary Alcohols and Aldehydes to Triazines and Tetrazoles in Aqueous Media

Jiun-Jie Shie and Jim-Min Fang*
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, and The Genomics Research Center, Academia Sinica, Taipei 115, Taiwan jmfang@ntu.edu.tw
J. Org. Chem., 2007, 72 (8), pp 3141–3144
DOI: 10.1021/jo0625352
Publication Date (Web): March 16, 2007
Copyright © 2007 American Chemical Society
*

 To whom correspondence should be addressed. Tel:  (886-2)-33661663. Fax:  (886-2)-23637812.

Abstract

Abstract Image

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 α-amino- and dipeptidyl tetrazoles in high optical purity.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue April 13, 2007
  • Received December 12, 2006

Recommend & Share

Related Content

Other ACS content by these authors: