A New Flow Methodology for the Expedient Synthesis of Drug‐Like 3‐Aminoindolizines
A flow‐based synthesis of diversely functionalized indolizines and their aza‐analogues is described. These drug‐like heterocycles were generated via a tandem Sonogashira/cycloisomerization sequence, starting from widely available 2‐bromopyridines and alkynes, employing a simple catalyst system together with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) as base. The use of flow technology allows a straightforward and rapid access to a variety of novel compounds, and enables linear scale‐up from milligram‐ to gram‐scales without a decrease in yield.
Document Type: Communications
Affiliations: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, phone: (+1)-858-784-2507, Fax: (+1)-858-784-7550
Publication date: 2012-09-17