Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China.
J Org Chem. 2012 Oct 19;77(20):9148-55. doi: 10.1021/jo301705t. Epub 2012 Oct 10.
The catalytic enantioselective fluorination of N-H-free 3-substituted oxindoles was accomplished by a Sc(III)/N,N'-dioxide complex. Under mild reaction conditions, a series of 3-aryl- and 3-alkyl-3-fluoro-2-oxindoles were obtained in excellent yields (up to 98%) and enantioselectivities (up to 99% ee) by using N-fluorobisbenzenesulfonimide (NFSI) as the fluorination agent. MaxiPost was synthesized efficiently in 81% yield with 96% ee.
通过 Sc(III)/N,N'-二氧杂环戊烷配合物实现了 N-H 非游离 3-取代氧吲哚的催化对映选择性氟化。在温和的反应条件下，使用 N-氟代双苯磺酰胺（NFSI）作为氟化剂，通过该方法能够以高收率（高达 98%）和对映选择性（高达 99%ee）获得一系列 3-芳基和 3-烷基-3-氟-2-氧吲哚。以 81%的收率和 96%ee 高效合成了 MaxiPost。
