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An Efficient Synthesis and Antibacterial Activity of Some Novel 2‐Azetidinone Derivatives of 4H‐1,2,4‐Triazoles Under Mild Conditions
Author(s) -
Khan Takallum,
Yadav Ritu,
Gound Surendra Singh
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3136
Subject(s) - dabco , chemistry , azetidine , electrophile , catalysis , nucleophile , ketene , combinatorial chemistry , cycloaddition , antibacterial activity , organic chemistry , bacteria , biology , genetics
We have synthesized the novel 2‐azetidinone derivatives by using Schiff bases of 1,2,4‐triazoles via a single step protocol. We used DABCO as a good homogenous, ecofriendly, highly reactive, easy to handle, and nontoxic catalyst. In DABCO catalyzed synthesis of active 2‐oxo‐azetidine, a highly electrophilic ketene intermediate can react with weakly nucleophilic (N═CH) linkage, which is used as the precursor for the cycloaddition reaction to deliver the desired products in excellent yields with protic solvents. In addition, the DABCO as an economically viable and readily available catalyst is soluble in almost all solvents and their salts easily filtered off from the reaction medium. Moreover, this new synthetic protocol features high conversion in green solvents and a straightforward procedure.