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- Title
Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates.
- Authors
Danilkina, Natalia A.; Gurskaya, Larisa Y.; Vasilyev, Aleksander V.; Balova, Irina A.
- Abstract
The synthesis of enediynes fused to an isocoumarin core was achieved through the electrophilic cyclization of o-(buta-1,3-diynyl)benzoates as a key step, followed by the Sonogashira coupling of the resulting 3-ethynyl-4-iodoisocoumarins with acetylenes. This approach allowed different substituents to be introduced to both ethynyl moieties with complete regiocontrol. The ability of the isocoumarin-fused enediynes to undergo Bergman cyclization was studied by differential scanning calorimetry.
- Subjects
ISOCOUMARINS; BENZOATES; SONOGASHIRA reaction; ENEDIYNES; BALDWIN'S rules; ELECTROPHILES
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 4, p739
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201501262