American Chemical Society
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Efficient Palladium-Catalyzed Cross-Coupling of β-Chloroalkylidene/arylidene Malonates Using Microwave Chemistry

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journal contribution
posted on 2004-10-01, 00:00 authored by Rajamohan R. Poondra, Peter M. Fischer, Nicholas J. Turner
A general method for the synthesis of β-aryl/alkylarylidene malonates is reported. The key step involves the coupling of an arylboronic acid to a β-chloroalkyl/arylidene malonate, in the presence of K2CO3 and 1 mol % of the air-stable palladium catalyst (POPd) under microwave irradiation, to afford β-aryl/alkylarylidene malonates in good yields. The combination of mild reaction conditions, air stable catalyst, microwave-enhanced chemistry, and high levels of functional group compatibility make this an attractive synthetic approach to this class of compounds.