Department of Organic Chemistry , Indian Association for the Cultivation of Science , 2A and 2B Raja S. C. Mullick Road , Jadavpur, Kolkata - 700032 , India.
J Org Chem. 2018 May 18;83(10):5629-5638. doi: 10.1021/acs.joc.8b00618. Epub 2018 May 10.
Herein we present a metal- and peroxide-free method for the synthesis of sterically hindered amides bearing an all-carbon quaternary stereogenic center at the α-position via a one-pot alkylation/aryl-migration/desulfonylation radical cascade. The novel process is developed employing readily available and inexpensive aldehyde as an alkyl radical precursor and O as the sole oxidant. The method features a broad substrate scope, operational simplicity, convenient reagents, and scalability. A radical chain mechanism that is initiated by O is proposed for the process.
在此，我们提出了一种无金属和过氧化物的方法，通过一锅烷基化/芳基迁移/脱磺基自由基级联反应，从空间位阻酰胺合成具有全碳季立体中心的α-位的酰胺。该新方法采用易得且廉价的醛作为烷基自由基前体，O 作为唯一氧化剂进行开发。该方法具有广泛的底物范围、操作简单、试剂方便和可扩展性。提出了一种由 O 引发的自由基链机制来解释该过程。
