The photochemistry of 2,3-bis(p-methoxyphenyl)oxirane: trapping of a C–C cleaved intermediate in an electron-transfer sensitised process

doi:10.1039/C39840000134

Paper

The photochemistry of 2,3-bis(p-methoxyphenyl)oxirane: trapping of a C–C cleaved intermediate in an electron-transfer sensitised process

Published 1984 · P. Clawson, Patricia M. Lunn, D. Whiting

Journal of The Chemical Society, Chemical Communications

UNKNOWN SJR score

7

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

2,3-Bis(p-methoxyphenyl)oxirane (6) rearranges, with C–O cleavage, to the carbonyl compounds (8) and (9) on irradiation, direct or triplet sensitised, and thermally: in contrast C–C cleavage is observed with dicyanoanthracene as electron-transfer sensitiser, and the resulting intermediate can be trapped by dipolarophiles in synthetically useful reactions.

Study Snapshot

This study demonstrates that electron-transfer sensitized photochemistry can trap a C-C cleaved intermediate in 2,3-bis(p-methoxyphenyl)oxirane, potentially benefiting synthetic reactions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

The photochemistry of 2,3-bis(p-methoxyphenyl)oxirane: trapping of a C–C cleaved intermediate in an electron-transfer sensitised process

Sign up to use Study Snapshot

References

Citations

Synthesis of spiro[furan-3,3′-indolin]-2′-ones by PET-catalyzed [3+2] reactions of spiro[indoline-3,2′-oxiran]-2-ones with electron-rich olefins

This study demonstrates a high-yield, stereoselective synthesis of spiro[furan-3,3′-indolin]-2′-ones and dispiro[cycloalkane-1,2′-furan-3′,3′′-indolin]-2′′

Photochemically catalyzed ring opening of oxiranecarbonitriles and [3+2] cycloaddition with olefins: synthesis of polysubstituted tetrahydrofurans

Photochemically catalyzed ring opening of oxiranecarbonitriles and [3+2] cycloaddition with electron-rich olefins result in the synthesis of polysubstituted tetrahydrofurans in good to moderate yields.

Photosonochemical catalytic ring opening of α-epoxyketones

Ultrasound combined with photochemical methods effectively catalyzes ring opening of -epoxyketones, increasing the rate of photoreaction.

Photoinduced electron transfer oxygenations

Photoinduced electron-transfer oxygenation has become a valuable synthetic tool in peroxide chemistry, with applications in reactive and inert substrates.