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Lewis Acid Promoted Cyclization of Acyclic Urea Derivatives to Quinazolinediones
Author(s) -
Das Suman,
Rawat Nidhi,
Panda Tarun K.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904414
Subject(s) - anhydrous , chemistry , yield (engineering) , lewis acids and bases , zinc , nuclear magnetic resonance spectroscopy , organic chemistry , urea , catalysis , medicinal chemistry , combinatorial chemistry , materials science , metallurgy
Quinazolinediones have gained special interest among researchers as they are known to have many pharmacological and medicinal uses. Here, we report an efficient way to synthesize quinazolinediones through the cyclization of acyclic ureido‐benzoate esters, catalyzed by anhydrous zinc chloride under mild conditions. A series of quinazolinediones was synthesized in good yield by reacting the corresponding ureido‐benzoate esters using this protocol. The quinazolinedione products were characterized using NMR, IR, HRMS spectroscopy and single crystal x‐ray diffraction analysis. We also present here a most plausible mechanism for the cyclization reaction.