A New Flow Methodology for the Expedient Synthesis of Drug-Like 3-Aminoindolizines
Authors: Lange, Paul P.; Bogdan, Andrew R.; James, Keith
Source: Advanced Synthesis & Catalysis, Volume 354, Number 13, 17 September 2012 , pp. 2373-2379(7)
Abstract:<title type="main">Abstract</title> 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
Publication date: 2012-09-17