Mechanisms and Synthetic Strategies in Visible Light-Driven [2+2]-Heterocycloadditions

The synthesis of four membered heterocycles usually requires multi-step procedures and prefunctionalized reactants. A straightforward alternative is the photochemical [2+2]-heterocycloaddition between an alkene and a carbonyl derivative, conventionally based on the photoexcitation of this latter. However, this approach is limited by the absorption profile of the carbonyl, requiring in most of the cases the use of high-energy UV-light, that often results in undesired side reactions and/or the degradation of the reaction components. The development of new and milder visible light-driven [2+2]-heterocycloadditions is, therefore, highly desirable. In this Review, we highlight the most relevant achievements in the development of [2+2]-heterocycloadditions promoted by visible light, with a particular emphasis on the involved reaction mechanisms. The open challenges will also be discussed, suggesting new possible evolutions, and stimulating new methodological developments in the field.

Automated summary

The synthesis of four-membered heterocycles often requires complex procedures and prefunctionalized reactants. An alternative approach is the photochemical [2+2]-heterocycloaddition, but it is limited by the absorption profile of the carbonyl and the use of high-energy UV-light. This review highlights the progress made in developing visible light-driven [2+2]-heterocycloadditions and discusses the remaining challenges and potential future directions.