Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Abbvie Process Research and Development, 1401 North Sheridan Road, North Chicago, Illinois 60064, United States.
J Am Chem Soc. 2022 Apr 6;144(13):5762-5768. doi: 10.1021/jacs.2c02102. Epub 2022 Mar 29.
Conventional chemical and even electrochemical Birch-type reductions suffer from a lack of chemoselectivity due to a reliance on alkali metals or harshly reducing conditions. This study reveals that a simpler avenue is available for such reductions by simply altering the waveform of current delivery, namely rapid alternating polarity (rAP). The developed method solves these issues, proceeding in a protic solvent, and can be easily scaled up without any metal additives or stringently anhydrous conditions.
传统的化学甚至电化学 Birch 型还原由于依赖于碱金属或苛刻的还原条件,因此缺乏化学选择性。本研究表明,通过简单地改变电流输送的波形,即快速交替极性(rAP),可以为这种还原提供一种更简单的途径。所开发的方法在质子溶剂中进行,解决了这些问题,并且可以很容易地在没有任何金属添加剂或严格无水条件下进行放大。