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A Facile and Improved Synthesis of 3-Fluorothiophene
Synthesis ( IF 2.2 ) Pub Date : 2008-07-08 , DOI: 10.1055/s-2008-1067170 Martin Pomerantz , Nashaat Turkman
Synthesis ( IF 2.2 ) Pub Date : 2008-07-08 , DOI: 10.1055/s-2008-1067170 Martin Pomerantz , Nashaat Turkman
A new efficient and convenient route to 3-fluorothiophene in four steps and 49% overall yield is reported. The fluorine atom was successfully introduced into the thiophene ring in 67% yield using the Schiemann reaction on 2-methoxycarbonylthiophene-3-diazonium tetrafluoroborate. The product, methyl 3-fluorothiophene-2-carboxylate was saponified and the 3-fluorothiophene-2-carboxylic acid was decarboxylated to afford 3-fluorothiophene in 93% yield.
中文翻译:
3-氟噻吩的简便和改进合成
报道了一种新的高效便捷的四步制备 3-氟噻吩路线,总产率为 49%。使用 2-甲氧基羰基噻吩-3-重氮四氟硼酸盐的 Schiemann 反应成功地将氟原子引入噻吩环,产率为 67%。产物3-氟噻吩-2-羧酸甲酯被皂化,3-氟噻吩-2-羧酸脱羧,得到3-氟噻吩,产率为93%。
更新日期:2008-07-08
中文翻译:
3-氟噻吩的简便和改进合成
报道了一种新的高效便捷的四步制备 3-氟噻吩路线,总产率为 49%。使用 2-甲氧基羰基噻吩-3-重氮四氟硼酸盐的 Schiemann 反应成功地将氟原子引入噻吩环,产率为 67%。产物3-氟噻吩-2-羧酸甲酯被皂化,3-氟噻吩-2-羧酸脱羧,得到3-氟噻吩,产率为93%。