Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 1, Issue 3, Pages 275-283Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3qo00047h
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Funding
- National Natural Science Foundation of China [21172026, U1162101]
- Fundamental Research Funds for the Central Universities [DUT12LK47]
- Scientific Research Fund of Liaoning Provincial Education Department [L2012024]
- Ministry of Education of the People's Republic of China [T2011056]
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A novel sequential carboxylation/intramolecular cyclization reaction of o-alkynyl acetophenone with CO2 was developed for producing the synthetically important 1(3H)-isobenzofuranylidene acetic acids and esters in good yield and exclusive selectivity toward 5-exo oxygen cyclization under very mild reaction conditions (room temperature and CO2 balloon). This efficient reaction system showed wide functional group compatibility. Also, the computational study successfully explained the exclusive product selectivity toward the 5-exo oxygen cyclization product.
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