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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, Email: jmfangntu.edu.tw

J.-J. Shie, J.-M. Fang, J. Org. Chem., 2007, 72, 3141-3144.

DOI: 10.1021/jo0625352


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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 the corresponding triazines and tetrazoles in high yields.

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Key Words

Triazines, 2H-Tetrazoles, Microwave Synthesis, Iodine


ID: J42-Y2007-1200