The red algae genus Laurencia is well known as a source of halogenated sesquiterpenes. From Laurencia nidifica, we isolated fourteen chamigrane derivatives: Two of them are new, accompanied by ten known compounds, and two artifacts.
The structures were confirmed by NMR and mass spectroscopy, and compared with spectral data in the literature.
ABSTRACT:The reaction of 4, 4Ј-dimethoxythiobenzophenone (1a) with tetracyanoethylene (TCNE) afforded an unusual type of 2:1 adduct with the structure of thiacyclopent-2-ene (5a). On the other hand, the reaction of thiobenzophenone (1b) with TCNE afforded the corresponding thiophene, the normal 2:1 adduct (2b). The mechanism of the formation of 5a is discussed.
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