Palladium-Catalyzed Synthesis of N-Aryl Carbamates

被引:50
|
作者
Vinogradova, Ekaterina V. [1 ]
Park, Nathaniel H. [1 ]
Fors, Brett P. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
POTASSIUM CYANATE; ISOCYANATES; POLYURETHANES; COPOLYMERS; AMIDATION; HALIDES; UREAS;
D O I
10.1021/ol400369n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of aryl carbamates was achieved by introducing alcohols Into the reaction of palladium-catalyzed cross-coupling of ArX (X = Cl, OTf) with sodium cyanate. The use of aryl triflates as electrophilic components in this transformation allowed for an expanded substrate scope for direct synthesis of aryl isocyanates. This methodology provides direct access to major carbamate protecting groups, S-thiocarbamates, and diisocyanate precursors to polyurethane materials.
引用
收藏
页码:1394 / 1397
页数:4
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