Photochemistry of substituted 1-(but-3-enyl)-indanes

The meta photocycloaddition of arenes to alkenes

“…Evidently, the starting material required is an indan derivative and this approach has, partly successfully, been used by Keese and coworkers. 143 144 They first irradiated the 7-methoxyindan derivative shown in Table 4, entry 83. The major photoadduct, 83c, is the result of an initial ortho cycloaddition which is followed by a sequence of reactions for which the authors have suggested a mechanism.…”

Novel Hydroperoxydioxolanes and ‐dioxanes by Hydroperoxide Rearrangement and Ozonolysis

“…Silica gel (0.04-0.063) was used for column chromatography. Starting materials 8, except for 8b, [17] are new and were prepared by Grignard reaction of the corresponding ketones 7 (see the Supporting information). All other reagents were reagent grade and were used without purification.…”

Regioselective Photocycloaddition of Pyridine Derivatives to Electron-Rich Alkenes

“…Photochemical cycloaddition of benzene derivatives toward several types of alkenes has been extensively studied, and 2 + 2, 3 + 2, and 4 + 2 cycloadditions were reported. − The reaction has received much attention from both mechanistic and synthetic perspectives because it is also a useful method of synthesizing natural products. On the other hand, while the valence isomerization of azaaromatic compounds, such as pyridines, was reported three decades ago, − only a few reports for the photochemical cycloaddition with alkenes are known. − New developments in the ring transformation of heteroaromatics will result in useful synthetic methodology of heterocyclic compounds . Recently, we found that introduction of both electron-donating and -withdrawing substituents to the pyridine ring shows high reactivity toward dimerization and addition reaction. −

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