Categories: C-C Bond Formation > Arenes, Cyclic Compounds > Benzocycloalkenones
Synthesis of 1,3-indandiones (indene-1,3-diones)
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Recent Literature
A complex of tBu-XPhos with bis(acetonitrile)dichloropalladium(II)
catalyzes a straightforward and feasible direct α-arylation of indane-1,3-dione
to 2-substituted aryl/heteroaryl indene-1,3-diones. A broad spectrum of aryl
iodides and aryl triflates containing electron-donating, electron-withdrawing,
and sterically hindered substituents gave an excellent yield.
N. Tamizharasan, G. Hallur, P. Suresh, J. Org. Chem., 2021, 86,
12318-12325.
A palladium-catalyzed intramolecular carbonylative annulation with phenyl
formate as a CO source enables an efficient synthesis of 2-substituted
indene-1,3(2H)-diones from stable and readily available
1-(2-halophenyl)-1,3-diones using K3PO4 as a base and DMSO
as a solvent at 95 °C. The reaction offers a broad substrate scope with good to
excellent yields.
Y. Zhang, J.-L. Chen, Z.-B. Chen, Y.-M. Zhu, S.-J. Ji, J. Org. Chem.,
2015,
80, 10643-10650.