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On Water: Free Catalysis Approach for the Synthesis of Nitrones from Hydroxamic Acids and Dimethy/Diethyl Acetylenedicarboxylate
Author(s) -
Li Jian,
He Yongqin,
Ren Xiaoyu,
Shi Xiaokang,
Yang Sizhuo,
Gao Xiai,
Huang Guosheng
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300400
Subject(s) - chemistry , dimethyl acetylenedicarboxylate , catalysis , environmentally friendly , yield (engineering) , atom economy , nitrone , oxide , organic chemistry , acetylenedicarboxylate , combinatorial chemistry , cycloaddition , ecology , materials science , metallurgy , biology
Benzohydroxamic acid reacts with dimethyl acetylenedicarboxylate in the presence of 10 mol% NaOAc to generate ( E )‐ N ‐(1,4‐dimethoxy‐1,4‐dioxobutan‐2‐ylidene)‐1‐phenylcarboxamide oxide in good‐to‐excellent yield in water at room temperature for 2 h, which supplies a simple, efficient and environmentally friendly method to synthesize a wide range of nitrones. The benefits of this strategy not only conform to the requirment of green chemisty, but also possess atom economy.