He Ruolan, Zhang Hailong, Zhu Haibin, Shi Dongping, Yang Weiqi, Feng Siru, Zhang Xiaoxiang, Fu Zhenqian
Institute of Advanced Materials, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, China.
Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
J Org Chem. 2024 Sep 6;89(17):12822-12826. doi: 10.1021/acs.joc.4c01429. Epub 2024 Aug 20.
An -heterocyclic carbene-catalyzed [4 + 2] annulation of β,γ-unsaturated α-keto esters and phenylacetate esters was developed for the direct and efficient construction of 2-pyrones. This approach provides a practical synthesis pathway for various 3,4,6-trisubstituted 2-pyrones in moderate to good yields and features broad substrate scope and good functional group tolerance. Moreover, the products can also be readily transformed to naphthalene and acylamide.
