Direct [2+2] photocycloaddition using LED light source
Abstract
This application note demonstrates the potential throughput capabilities of the UV-150, using an uncatalysed, intramolecular photochemical [2+2] cycloaddition. Further, it showcases the efficiency of the Vapourtec LED gen 2 light source, showing that a single, relatively small reactor together with low power LED can achieve a noteworthy throughput.
The reagent used for this reaction is 1, 4, 4a, 8a-tetrahydro-endo-1, 4-methanonaphthalene-5, 8-dione, which undergoes an intramolecular cycloaddition at a wavelength of 365 nm to form a cage compound, pentacyclo (5.4.0.02,6.03,10.05,9) undecane-8, 11-dione, as shown in scheme 1. The reaction scheme is straightforward with few factors to consider. Therefore this reaction is ideal for demonstrating throughput possibilities without additional variables as might be the case should other reagents or catalysts be employed.
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