Tetrahedron

Microwave-assisted cycloadditions of 2-alkynylbenzonitriles with sodium azide: Selective synthesis of tetrazolo [5, 1-a] pyridines and 4, 5-disubstituted-2H-1, 2, 3- …

CW Tsai, SC Yang, YM Liu, MJ Wu

Index: Tsai, Chih-Wei; Yang, Shyh-Chyun; Liu, Ya-Ming; Wu, Ming-Jung Tetrahedron, 2009 , vol. 65, # 40 p. 8367 - 8372

Full Text: HTML

Citation Number: 18

Abstract

Under microwave irradiation (75W), treatment of 2-alkynylbenzonitriles with 1.5 equiv of sodium azide in DMSO at 140° C gave 4, 5-disubstituted-2H-1, 2, 3-triazoles in 60–99% yields. Additionally, adding 8equiv of ZnBr2 and using 8equiv of sodium azide in DMF at 100° C lead to the formation of tetrazolo [5, 1-a] isoquinolines up to 87% yield.