One-pot Methodologies
Multi-component and domino reactions are efficient and effective methods in the rapid and diversity-oriented synthesis of heterocycles. In particular, transition metal catalyzed multi-component sequences have recently gained a considerable interest. Most interestingly, in sequentially Pd-catalyzed processes the same catalyst source is operative a second time without further catalyst addition. This one-pot methodological concept is the golden thread and most elegantly applied to the syntheses of functional luminophores and electrophores, and to concise syntheses of marine alkaloids and kinase inhibitors, the latter by applying a Masuda-borylation-Suzuki-arylation sequence.
For lead references, see e. g.
P. Gesse, T. J. J. Müller,* Consecutive Five-component-Ugi-4CR-CAL B-catalyzed Aminolysis Sequence and Concatenation with Transition Metal Catalysis in a One-pot Fashion to Substituted Triamides. Eur. J. Org. Chem. 2019, 2150-2157.
C. F. Gers-Panther, T. J. J. Müller,* Multicomponent Syntheses of Heterocycles Initiated by Catalytic Generation of Ynones and Ynediones. In Advances in Heterocyclic Chemistry: Heterocyclic Chemistry in the 21st Century: A Tribute to Alan Katritzky, E. F. V. Scriven, C. A. Ramsden, eds., 2016, 120, 67-98.
T. Lessing, T. J. J. Müller,* Sequentially Palladium-Catalyzed Processes in One-pot Syntheses of Heterocycles. Appl. Sci. 2015, 5, 1803-1836.
S. Hassan, T. J. J. Müller,* Multicomponent Syntheses Based Upon Cu-Catalyzed Alkyne-Azide Cycloaddition (CuAAC). Adv. Synth. Catal. 2015, 357, 617-666.
T. J. J. Müller, Relative Reactivities of Functional Groups as the Key to Multicomponent Reactions. In Multicomponent Reactions 1. General Discussion and Reactions Involving a Carbonyl Compound as Electrophilic Component, T. J. J. Müller, ed., Science of Synthesis Series, Georg Thieme Verlag KG, Stuttgart, 2014, 5-27.
T. J. J. Müller, Synthesis of Carbo- and Heterocycles via Coupling-Isomerization Reactions. Synthesis 2012, 44, 159-174.
D. M. D’Souza, T. J. J. Müller*, Multi-Component Syntheses of Heterocycles by Transition Metal Catalysis. Chem. Soc. Rev. 2007, 36, 1095-1108.
T. J. J. Müller Diversity-oriented Synthesis of Chromophores by Combinatorial Strategies and Multi-component Reactions. In "Functional Organic Materials. Syntheses, Strategies, and Applications", T. J. J. Müller, U. H. F. Bunz, eds., Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007, 179-223.
T. J. J. Müller, Sequentially Palladium-Catalyzed Processes. In "Metal Catalyzed Cascade Reactions", T. J. J. Müller, ed., Springer Berlin/Heidelberg. Top. Organomet. Chem. 2006, 19, 149-205.