期刊
PURE AND APPLIED CHEMISTRY
卷 84, 期 3, 页码 707-719出版社
WALTER DE GRUYTER GMBH
DOI: 10.1351/PAC-CON-11-07-18
关键词
cyclic carbamates; cyclizations; dialkyl carbonate; green chemistry; heterocyclic chemistry
A number of six-membered cyclic carbamates (oxazinanones) were synthesized from the reaction of a primary amine or hydrazine with a dicarbonate derivative of 1,3-diols in a one-pot reaction, in good yield, short time span, and in the absence of a solvent. The reaction proceeds in two steps: an intermolecular reaction to give a linear intermediate and an intramolecular cyclization to yield the cyclic carbamate. This is the first example of a carbonate reacting selectively and sequentially, firstly at the carbonyl center to form a linear carbamate and then as a leaving group to yield a cyclic carbamate.
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