Facile and Scalable Synthesis of the Fused-Ring Heterocycles Thieno[3,2-b]-thiophene and Thieno[3,2-b]furan

被引：61

作者：

Henssler, John T.

Matzger, Adam J. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 14期

基金：

美国国家科学基金会;

关键词：

FIELD-EFFECT TRANSISTORS; ALPHA-OLIGOTHIOPHENES; GENERAL-SYNTHESIS; COPOLYMERS; SEMICONDUCTORS; THIOPHENE; ALKYL; OLIGO(THIENYLFURAN)S; SUBSTITUTION; PERFORMANCE;

D O I：

10.1021/ol9010745

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An optimized synthetic methodology which allows for efficient and scalable access to the important fused-ring heterocycle thieno[3,2-b]thiophene and the first reported isolation of thieno[3,2-b]furan Is presented. The properties of thieno[3,2-b]furan were assessed through a detailed analysis of the NMR data and an investigation of the chemical reactivity. Thieno[3,2-b]furan is chemically robust and offers good selectivity toward functionalization at the 2-position via bromination and the 5-position via deprotonation.

引用

收藏

页码：3144 / 3147

页数：4

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