Metal-Free Oxidative Coupling Reactions via σ-Iodonium Intermediates: The Efficient Synthesis of Bithiophenes Using Hypervalent Iodine Reagents

被引：46
作者：
Morimoto, Koji [1 ]
Nakae, Tomofumi [1 ]
Yamaoka, Nobutaka [1 ]
Dohi, Toshifumi [1 ]
Kita, Yasuyuki [1 ]
机构：
[1] Ritsumeikan Univ, Coll Pharmaceut Sci, Shiga 5250058, Japan
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 31期
基金：
日本学术振兴会;
关键词：
Iodine; Cross-coupling; Biaryls; Sulfur heterocycles; Oligomerization; PHENOL ETHERS; 3,4-ETHYLENEDIOXYTHIOPHENE EDOT; BIS(TRIFLUOROACETATE) PIFA; NUCLEOPHILIC-SUBSTITUTION; 3-SUBSTITUTED THIOPHENES; ELECTRONIC-PROPERTIES; ORGANIC-SYNTHESIS; DERIVATIVES; CHEMISTRY; CONVENIENT;
D O I：
10.1002/ejoc.201100969
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The direct oxidative biaryl coupling reaction is an attractive tool for environmentally benign green chemistry. A novel direct method for the synthesis of bithiophene using a hyper-valent iodine reagent has been developed. The reaction mechanism has also been investigated, casting light on the reaction intermediate and revealing the reactivity with iodonium salts.
引用
收藏
页码：6326 / 6334
页数：9
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