Our new paper on the dearomatization of aromatic carbonyl compounds by photocycloaddition is out now in Organic Letters @pubs.acs.org Congratulations, Luis, for your excellent work 💡🙌💫 #photochemistry pubs.acs.org/doi/10.1021/...
pubs.acs.org
The photocycloaddition of 1,1-dimethylallene to various aromatic carbonyl compounds was found to occur exclusively at the benzene core. While the reaction with methyl 2-methoxybenzoate resulted in a mixture of products resulting from ortho, meta, and para photocycloaddition, acetophenone and its 4-substituted derivatives delivered the respective para photocycloaddition products in 50–58% yields. For 2-methoxyacetophenone, an ortho photocycloaddition initiated a reaction cascade, which led to bicyclic products by the incorporation of a nucleophile in 29–74% yields.
