摘要
Enantiomerically enriched planar chiral indoles were prepared by an asymmetric variant of the Bischler-Mohlau synthesis. Cinchonine was used as a `traceless' resolving reagent, allowing the formation of readily separable quaternary ammonium salts that were the key intermediates in the indole synthesis. The condensation of the ammonium salt and various substituted anilines was achieved under microwave irradiation; this reduced reaction times and minimised racemisation. The utility of the indoles was demonstrated by their transformation into monophosphane ligands that were capable of coupling challenging substrates in the Suzuki Miyaura reaction.
- 出版日期2015