Base-Catalyzed Halogen Dance Reaction and Oxidative Coupling Sequence as a Convenient Method for the Preparation of Dihalo-bisheteroarenes

被引：53

作者：

Getmanenko, Yulia A. ^{[1
,2
]}

Tongwa, Paul ^{[3
]}

Timofeeva, Tatiana V. ^{[3
]}

Marder, Seth R. ^{[1
,2
]}

机构：

[1] Georgia Inst Technol, Dept Chem & Biochem, Atlanta, GA 30332 USA

[2] Georgia Inst Technol, Ctr Organ Photon & Elect, Atlanta, GA 30332 USA

[3] New Mexico Highlands Univ, Dept Chem, Las Vegas, NM 87701 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 09期

基金：

美国国家科学基金会;

关键词：

FIELD-EFFECT TRANSISTORS; POLYMERS; MOBILITY; COPOLYMERS;

D O I：

10.1021/ol1006423

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot preparation of the 2,2'-dibromo-1,1'-bisheteroarenes 3a-d from bromo-heteroarenes utilizing the sequence of the base-catalyzed halogen dance (BCHD) reaction and CuCl(2)-promoted oxidative coupling of the in situ formed alpha-lithio-beta-halo-heteroarenes 2a-d provides a convenient access to precursors for the preparation of tricyclic heteroaromatic cores. The structures of 3a,b,d, 6, and 9 were confirmed by single-crystal X-ray analysis, and dibromides 3a and 3b were used for the preparation of dithieno-[2,3-b:3',2'-d]-pyrrole 10a and its selenophene analogue 10b, respectively.

引用

页码：2136 / 2139

页数：4

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