Intramolecular [2 + 2] Photocycloaddition of 2-Allylindane-1-thiones

Intramolecular [2 + 2] Photocycloaddition of 2-Allylindane-1-thiones

The photochemical reactions of indane‐1‐thiones 4 were examined. Irradiation of indane‐1‐thiones 4c–d bearing δ‐hydrogen atoms in the side chain gave cyclic thiol derivatives 5c–d via δ‐hydrogen atom ion by the excited thiocarbonyl sulfur. Irradiation of 2‐allylindane‐1‐thiones 4e–h afforded the mul...

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Veröffentlicht in:Liebigs Annalen 1996-01, Vol.1996 (1), p.117-120
Hauptverfasser: Nishio, Takehiko, Okuda, Norikazu, Kashima, Choji
Format: Artikel
Sprache:eng
Schlagworte:
[2 + 2] Cycloaddition
[2 + 2] Cycloaddition, intramolecular
Fused thietanes
intramolecular
Photochemistry
Thioketones
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Beschreibung
Zusammenfassung:The photochemical reactions of indane‐1‐thiones 4 were examined. Irradiation of indane‐1‐thiones 4c–d bearing δ‐hydrogen atoms in the side chain gave cyclic thiol derivatives 5c–d via δ‐hydrogen atom ion by the excited thiocarbonyl sulfur. Irradiation of 2‐allylindane‐1‐thiones 4e–h afforded the multifused thietanes 7e–h by intramolecular [2 + 2] cycloaddition between CS and CC bonds.
ISSN:0947-3440
1099-0690
DOI:10.1002/jlac.199619960119