The reaction of flavanone pinostrobin with dibromoalkanes in acetone in the presence of potassium carbonate followed the path of retro-Michael addition - D-alkylation and resulted in the formation of the respective 2-(bromoalkoxy)chalcones. Treatment of the latter with sodium azide gave the respective azides, which were highly active in the Du-catalyzed 1,3-dipolar cycloaddition reaction. The reaction of these azides with 6-substituted 7-ethynylcoumarins gave coumarin-chalcone hybrids containing a 1,2,3-triazole linker.
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Srinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, ThailandSrinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, Thailand
Saekee, Amporn
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Mandi, Prasit
Nantasenamat, Chanin
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Mahidol Univ, Fac Med Technol, Ctr Data Min & Biomed Informat, Bangkok 10700, Thailand
Mahidol Univ, Fac Med Technol, Dept Clin Microbiol & Appl Technol, Bangkok 10700, ThailandSrinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, Thailand
Nantasenamat, Chanin
Prachayasittikul, Supaluk
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Mahidol Univ, Fac Med Technol, Ctr Data Min & Biomed Informat, Bangkok 10700, ThailandSrinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, Thailand
Prachayasittikul, Supaluk
Ruchirawat, Somsak
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Chulabhorn Res Inst, Bangkok 10210, Thailand
Chulabhorn Grad Inst, Program Chem Biol, Bangkok 10210, Thailand
Minist Educ, CHE, Ctr Excellence Environm Hlth & Toxicol EHT, Bangkok, ThailandSrinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, Thailand
Ruchirawat, Somsak
Prachayasittikul, Virapong
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Mahidol Univ, Fac Med Technol, Dept Clin Microbiol & Appl Technol, Bangkok 10700, ThailandSrinakharinwirot Univ, Dept Chem, Fac Sci, Bangkok 10110, Thailand