Synthesis of N-Aryl Carbamates from Aryl(TMP)iodonium Salts via C-N Coupling

被引:1
|
作者
Hatton, Joseph [1 ]
Stuart, David R. [1 ]
机构
[1] Portland State Univ, Dept Chem, Portland, OR 97201 USA
基金
美国国家科学基金会;
关键词
ONE-POT SYNTHESIS; HIGHLY EFFICIENT; CARBON-DIOXIDE; DIARYLIODONIUM SALTS; BOND FORMATION; IONIC LIQUID; ARYLATION; METAL; OXAZOLIDINONES; AMIDES;
D O I
10.1021/acs.orglett.4c04582
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Modular C-N coupling is a desirable way to construct N-aryl carbamates, which are privileged scaffolds in active pharmaceutical ingredients. However, there are no broadly applicable metal-free methods for theN-arylation of carbamates. Herein, we describe a metal-free approach that uses aryl(TMP)iodonium salts as arylation reagents for cyclic carbamates by exploiting the metal-like reactivity of iodine(III). The scope includes 25 examples, including 17 different aryl(TMP)iodonium salts and 9 different carbamates, in yields ranging between 55 and 97% (75% avg).
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页数:6
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