Photochemistry of 4H,7H-benzo[1,2-c : 4,3-c ']dipyran-4,7-dione, a twofoldisocoumarin

Citation
Ma. Kinder et P. Margaretha, Photochemistry of 4H,7H-benzo[1,2-c : 4,3-c ']dipyran-4,7-dione, a twofoldisocoumarin, ORG LETT, 2(26), 2000, pp. 4253-4255
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
26
Year of publication
2000
Pages
4253 - 4255
Database
ISI
SICI code
1523-7060(200012)2:26<4253:PO4:4'>2.0.ZU;2-G
Abstract
[GRAPHICS] The title compound 1 was synthesized starting from 1,2-bis(2-hydroxyethyl)b enzene (2), Irradiation (350 nm) of 1 in CH3CN affords the all-cis-dimer 6 in >90% yield. Irradiation (>390 nm) of 1 in the presence of tetrachloroeth ene leads selectively to the monocyclobuta adduct 8, which on subsequent ir radiation is converted to a 4:1 mixture of biscyclobuta derivatives 9 and 1 0.