An efficient synthesis of 4,5-disubstituted-2H-1,2,3-triazoles from nitroallylic derivatives via a cycloaddition–denitration process

作者: Raju Jannapu Reddy , Md. Waheed , Thatikonda Karthik , Angothu Shankar

DOI: 10.1039/C7NJ03292G

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摘要: A metal-free convenient synthesis of 4,5-disubstituted N-unsubstituted 1,2,3-triazoles via a cycloaddition–denitration process has been described. variety readily available nitroallylic alcohols were reacted smoothly with sodium azide in the presence p-toluenesulfonic acid (p-TsOH) to form synthetically viable triazolylacetates good high yields. Additionally, acetates and sulfones converted into structurally-modifiable triazolylazides sulfone derived triazoles, respectively, moderate The present protocol is operationally simple, tolerates broad range functional groups also reliable case gram scale reaction under optimised conditions. practically-straightforward for triazole directly from β-nitrostyrene sequential one-pot Morita–Baylis–Hillman cycloaddition reactions achieved.

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