Ontology highlight
ABSTRACT:
SUBMITTER: Poloukhtine A
PROVIDER: S-EPMC2528024 | biostudies-literature | 2006 Sep
REPOSITORIES: biostudies-literature
Poloukhtine Andrei A Popik Vladimir V VV
The Journal of organic chemistry 20060901 19
p-Quinoid cyclopropenone-containing enediyne precursor (1) has been synthesized by monocyclopropanation of one of the triple bonds in p-dimethoxy-substituted 3,4-benzocyclodeca-1,5-diyne followed by oxidative demethylation. Cyclopropenone 1 is stable up to 90 degrees C but readily produces reactive enediyne 2 upon single-photon (Phi(300)(nm) = 0.46) or two-photon (sigma(800 nm) = 0.5 GM) photolysis. The photoproduct 2 undergoes Bergman cyclization at 40 degrees C with the lifetime of 88 h. ...[more]