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DOI: 10.1055/s-0028-1083164
Construction of Heterocycles by the Strategic Use of Alkyne π-Activation in Catalyzed Cascade Reactions
Publication History
Publication Date:
25 September 2008 (online)
Abstract
This review highlights the synthesis of heterocycles via cascade reactions that involve the activation of an alkyne using carbophilic Lewis acids. Primarily guided by the type of reactivity evolving from the alkyne activation, such key steps are categorized as the addition of simple heteroatom nucleophiles, intramolecular carboalkoxylations, addition of carbonyl nucleophiles, rearrangement of propargylic esters, and enyne cycloisomerizations. Additionally, the functionalization of existing heterocycles is discussed.
1 Introduction
2 Functionalization of Existing Heterocycles
3 Synthesis of Heterocycles through Cyclization Reactions
3.1 Intramolecular Addition of Simple Heteroatom Nucleophiles
3.2 Intramolecular Carboalkoxylations and Carboaminations
3.3 Carbonyls and Imines as Nucleophiles
3.4 Propargylic Esters
3.5 Enyne Cycloisomerizations
4 Miscellaneous Reactions
5 Conclusions
Key words
cascade reactions - catalysis - gold - platinum - heterocycles
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