Artigo Revisado por pares

Organische photochemie XXI. 9 H ‐cyclopenta[ b ] [1]benzoselenin ‐ein neues heterocydisches ringsystem

1979; Wiley; Volume: 16; Issue: 1 Linguagem: Inglês

10.1002/jhet.5570160110

ISSN

1943-5193

Autores

Klaüs Praefcke, D. Schmidt,

Tópico(s)

Radical Photochemical Reactions

Resumo

Abstract By way of a photo‐induced selenolester‐seleninone rearrangement, the derivative 5 of a new heterocyclic ring system, 9 H ‐cyclopenta[ b ][1]benzoselenin, has been formed. This rearrangement occurs via a new photosubstitution reaction of S ‐aryl‐ in competition with Se ‐aryl‐groups, followed by photocyclization using 2‐p ‐tolythiocyclopentene ‐1 ‐ selenocarbonic acid Se‐p‐ tolylester (1a) as starting materials. As a competing product in this photo‐rearrangement, a second heterocycle, 7‐methylcyclopenta[ b ] [1]benzothiopyrone (4) (9) has been formed via an intramolecular photochemical Friedel Crafts reaction.

Referência(s)