Article ID Journal Published Year Pages File Type
5217504 Tetrahedron 2013 9 Pages PDF
Abstract

A library of 32 members of 3,4-dihydro-3-oxo-2H-1,4-benzoxazines has been synthesized from two substituted 2-aminophenols via microwave-assisted one-pot regioselective annulation of 2-bromoalkanoates and subsequent Suzuki-Miyaura cross-coupling of the chloro-substituted scaffolds. The latter transformation was carried out using our Aphos-Pd(OAc)2 catalyst and the coupling of the aryl chlorides with arylboronic acids proceeded under mild reaction conditions at 60-80 °C in THF-H2O (10:1) in the presence of K3PO4·3H2O as the base to furnish the corresponding biaryl products in 80-98% yields.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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