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

✍ Scribed by Nishio, Takehiko ;Okuda, Norikazu ;Kashima, Choji

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
470 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

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 abstraction 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.

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