通过连续流中的交叉脱氢偶联反应实现吲哚的有氧 C-H 烯烃化。

Aerobic C-H olefination of indoles via a cross-dehydrogenative coupling in continuous flow.

机构信息

Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.

出版信息

Org Lett. 2014 Nov 7;16(21):5800-3. doi: 10.1021/ol502910e. Epub 2014 Oct 24.

DOI:10.1021/ol502910e

PMID:25341623

Abstract

Herein, we report the first site-selective, Pd(II)-catalyzed, cross-dehydrogenative Heck reaction of indoles in micro flow. By use of a capillary microreactor, we were able to boost the intrinsic kinetics to accelerate former hour-scale reaction conditions in batch to the minute range in flow. The synergistic use of microreactor technology and oxygen, as both terminal oxidant and mixing motif, highlights the sustainable aspect of this process.

摘要

在此，我们报告了首例吲哚的钯（II）催化的、位点选择性的交叉脱氢 Heck 反应在微流中的应用。通过使用毛细管微反应器，我们能够增强本征动力学，将以前分批反应中需要数小时的条件加速到微流中的分钟范围。微反应器技术和氧气的协同使用，同时作为终端氧化剂和混合方式，突出了该过程的可持续性。