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Continuous Flow Chemistry of Metal Mediated Carboxylation and α-Arylation Reactions

By Venkatraman, Sripathy; Tweedie, Scott; McLaws, Mark; Lathbury, David

Published on CMKC

Abstract

Utility of continuous flow chemistry in a carboxylation reaction and palladium-mediated α-arylation reaction is described. A two-step carboxylation reaction of an aryl group involving an anion formation, followed by quench with gaseous carbon dioxide was developed on small scale using HDPE tubes in a dry ice/acetone bath. The process was then scaled up using stainless steel tubes of larger diameter and static mixers to process 22 kg of material in a regular lab in 88% yield. Similarly, a continuous flow process for a hazardous palladium-mediated α-arylation reaction which had a significant exotherm during heat up was developed.

Journal

ACS Symposium Series. Volume 1181, 2014, 441-453

DOI

10.1021/bk-2014-1181.ch016

Type of publication

chapter book

Affiliations

  • Albany Molecular Research Inc.

Article Classification

Book Chapter

Classification Areas

  • Intermediate

Tags