期刊
ORGANIC LETTERS
卷 17, 期 19, 页码 4930-4932出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02375
关键词
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A novel, high-yielding, one-step synthesis of 2-chloroquinazolin-4-ols and analogous bicycles from 2-aminoamides using thiophosgene is described. The scope of the reaction includes aminothioamides, amino acids, and fused heterocycle derivatives, furnishing quinazolines, oxazinones, and substituted fused pyrimidine bicycles, respectively. On the basis of observed results with substituted analogues, a mechanism for this transformation is thought to occur via an isothiocyanate intermediate followed by an unexpected chemo-selective reaction of thiophosgene on the thiol intermediate.
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