通过一锅多步转化法立体选择性合成氟化 2,3-二氢喹啉-4(1H)-酮。

Stereoselective synthesis of fluorinated 2,3-dihydroquinolin-4(1H)-ones via a one-pot multistep transformation.

机构信息

Department of Chemistry, Tianjin University, Tianjin, 300072, P. R. of China.

出版信息

J Org Chem. 2012 Mar 2;77(5):2398-406. doi: 10.1021/jo202693x. Epub 2012 Feb 22.

DOI:10.1021/jo202693x

Abstract

A new organocatalytic one-pot multistep transformation via Knoevenagel condensation/aza-Michael addition/electrophilic fluorination has been developed. Simple starting materials were used under mild conditions to construct fluorinated 2,3-dihydroquinolin-4(1H)-one derivatives in good to high yields (up to 98%) and diastereoselectivities (dr up to 99/1).

摘要

一种新的通过 Knoevenagel 缩合/aza-Michael 加成/亲电氟化的一锅多步转化的有机催化反应已经被开发出来。该反应在温和的条件下使用简单的起始原料，以良好到高产率（高达 98%）和立体选择性（dr 高达 99/1）构建氟化 2,3-二氢喹啉-4(1H)-酮衍生物。