The Bohlmann-Rahtz Pyridine Synthesis: From Discovery to Applications

Abstract

The results of our research into the Bohlmann-Rahtz -pyridine synthesis are summarized. The historic discovery of this reaction and its mechanism are discussed; followed by recent improvements in methodology, such as Bronsted and Lewis acid catalysis, microwave assistance, process in a continuous flow reactor, and incorporation into multicomponent and tandem reactions. -Applications of these methods in the synthesis of pyrido[2,3- D]pyr-imidines, combinatorial pyridine libraries, heterocyclic α- and γ-amino acids, α-helix mimetics, and complex natural products are discussed, along with a consideration of future perspectives. 1 Discovery 2 Recent Improvements in Methodology 2.1 Catalyst and Solvent Effects 2.2 Tandem Bohlmann-Rahtz Processes 2.3 Microwave Dielectric Heating 2.3.1 Batch Reactors 2.3.2 Continuous-Flow Reactors 3 Recent Applications 3.1 Pyridine Libraries and Scaffolds 3.2 Fused Heterocycles 3.3 Natural Product Chemistry 4 Conclusion and Perspectives