Microwave-assisted one-pot tandem reactions for direct conversion of primary alcohols and aldehydes to triazines and tetrazoles in aqueous media.
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.
Shie
Jiun-Jie
JJ
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Fang
Jim-Min
JM
D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D006358:Hot Temperature; D008872:Microwaves; D013777:Tetrazoles / Q000737:chemistry*; D014227:Triazines / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
D000438:Alcohols; D000447:Aldehydes; D013777:Tetrazoles; D014227:Triazines; D014867:Water