Metal-free regioselective oxidative biaryl coupling leading to head-to-tail bithiophenes: reactivity switching, a concept based on the iodonium(III) intermediate.

@article{Morimoto2010MetalfreeRO,
  title={Metal-free regioselective oxidative biaryl coupling leading to head-to-tail bithiophenes: reactivity switching, a concept based on the iodonium(III) intermediate.},
  author={Koji Morimoto and Nobutaka Yamaoka and Chieko Ogawa and Tomofumi Nakae and Hiromichi Fujioka and Toshifumi Dohi and Yasuyuki Kita},
  journal={Organic letters},
  year={2010},
  volume={12 17},
  pages={3804-7}
}
A new synthetic concept for obtaining unsymmetrical biaryl coupling products by an oxidative method is reported. Our synthetic strategy casts light on the reaction intermediate for switching the reactivity of 3-substituted thiophenes. On the basis of this strategy, a novel direct method for the synthesis of head-to-tail bithiophenes using hypervalent iodine… CONTINUE READING