N-Heterocyclic carbene-mediated redox condensation of alcohols

被引:13
|
作者
Kato, Terumasa [1 ]
Matsuoka, Shin-ichi [1 ]
Suzuki, Masato [1 ]
机构
[1] Nagoya Inst Technol, Grad Sch Engn, Dept Life Sci & Appl Chem, Showa Ku, Gokiso Cho, Nagoya, Aichi 4668555, Japan
关键词
TO-TAIL DIMERIZATION; BOND-FORMING REACTIONS; MITSUNOBU REACTION; OXIDATION-REDUCTION; CATALYZED REACTIONS; MICHAEL ACCEPTORS; PHOSPHORIC-ACID; STABLE CARBENE; NHC CATALYSIS; ALKYL-ARYL;
D O I
10.1039/c6cc04154j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-Heterocyclic carbenes (NHCs) with a variety of oxidants promote the Mitsunobu-type coupling reactions of alcohols with phenols, carboxylic acids, and phthalimide. Experiments using a chiral alcohol indicate that these reactions proceed via S(N)1 or S(N)2 pathways depending on the polarity of the used solvents. The NHCs are consumed as reducing reagents to form their oxides as readily separable by products.
引用
收藏
页码:8569 / 8572
页数:4
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