An efficient one-pot synthesis of pyrazolyl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazin-6-y1)-2H-pyran-2-one derivatives via multicomponent approach and their potential antimicrobial and nematicidal activities

作者：Penta Santhosh; Gadidasu Kranthi Kumar; Basavoju Srinivas; Rao Vedula Rajeswar^*

来源：Tetrahedron Letters, 2013, 54(42): 5663-5666.

DOI：10.1016/j.tetlet.2013.07.148

• Pyrazolyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-y1)-2H-pyran-2-ones
• 3-(2-Bromoacety1)-4-hydroxy-6-methyl-2H-pyran-2-one
• Antimicrobial activity
• Nematicidal activity
• Multi-component reaction
• Single-crystal X-ray diffraction

A series of simple or/and aryl, heteryl hydrazono pyrazolyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-2H-pyran-2-one derivatives have been efficiently synthesized in excellent yields via one-pot, multi-component approach. The importance of this methodology is that in a one-pot operation four new bonds (3C-N and 1C-S) are generated. The structure of compound 5a was confirmed by single-crystal X-ray diffraction. The newly synthesized compounds were evaluated for their in vitro antimicrobial activity against gram-positive bacteria (Staphylococcusaureus and Bacillussubtilis), gram-negative bacteria (Escherichiacoli andKlebsiellapneumoniae), antifungal activity against Candida albicans, and nematicidal activity against Meloidogyneincognita. Among all the compounds 6f showed excellent antimicrobial and nematicidal activity against tested bacteria, fungi, and nematodes.

• 出版日期2013-10-16