Abstract: Dearomatization has become a challenging research topic in modern synthetic organic chemistry and one of the most powerful tools for conversion of simple aromatic substrates into diverse structurally complex systems. This chapter encompasses dearomatization methods elaborated mainly within the last decade and promoted by addition (or cycloaddition) to aromatic hydrocarbons and heterocycles with formation of a new heterocyclic ring. There are two main dearomatizing approaches leading to formation of a heterocycle: annulation and spirocyclization. In turn, annulation can be achieved by means of either cycloaddition (generally [3+2] and [4+2]) or intramolecular nucleophilic or radical addition to aromatic double bonds. Due to numerous literary sources existing on this topic, the scope of the current chapter is limited to the typical processes yielding isolable dearomatized products, while those cases where they are formed as intermediates undergoing further transformations are not considered.

Cite: Starosotnikov A.M. , Bastrakov M.A.
Heterocycles via Dearomatization Reactions
In compilation Heterocycles: Synthesis, Catalysis, Sustainability, and Characterization. – Wiley‐VCH GmbH., 2022. – C.27-58. – ISBN 9783527832002. DOI: 10.1002/9783527832002.ch2 OpenAlex

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W4283073891

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