Synthesis 2015; 47(21): 3385-3391
DOI: 10.1055/s-0034-1380455
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Dibenzo[f,h][1,2,4]triazolo[3,4-b]quinazolines via a Two-Step Route with Water as the Only By-Product

Pingping Xue
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710119, P. R. of China   Email: zhangzunting@sina.com
,
Zichao Du
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710119, P. R. of China   Email: zhangzunting@sina.com
,
Tao Wang
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710119, P. R. of China   Email: zhangzunting@sina.com
,
Zunting Zhang*
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710119, P. R. of China   Email: zhangzunting@sina.com
› Author Affiliations
Further Information

Publication History

Received: 31 March 2015

Accepted after revision: 07 May 2015

Publication Date:
23 July 2015 (online)


Abstract

Microwave-promoted cyclocondensation of isoflavones with 3-amino[1,2,4]triazole gave 6-phenyl-7-(2-hydroxyphenyl)-1,2,4triazolo[4,3-a]pyrimidines as intermediates. Subsequent photocyclization of these intermediates delivered dibenzo[f,h][1,2,4]triazolo[3,4-b]quinazolines as final products. Water was the only by-product in this two-step procedure. The products showed distinct fluorescence properties both in solution and in the solid state .

Supporting Information

 
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