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Pd(II)-Catalyzed Three-Component Synthesis of Furo[2,3-<i>d</i>]pyrimidines from β-Ketodinitriles, Boronic Acids, and Aldehydes

Hirendra Nath Dhara, Bubul Das, Dinabandhu Barik, Supriya Manna, Bhisma K. Patel

2023Organic Letters12 citationsDOI

Abstract

]pyrimidines from β-ketodinitriles, boronic acids, and aldehydes has been developed. The participation of both nitrile (-CN) groups led to the concurrent construction of furo-pyrimidine via the formation of C-C, C═C, C-O, C-N, and C═N bonds. The compounds show excellent photoluminescence properties with absorption maxima ranging from 348 to 387 nm and emission from 468 to 533 nm. The synthetic utility of the protocol was further demonstrated through a few postsynthetic manipulations.

Topics & Concepts

ChemistryCatalysisPyrimidineNitrileCombinatorial chemistryComponent (thermodynamics)Absorption (acoustics)StereochemistryOrganic chemistryThermodynamicsPhysicsAcousticsCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Characterization of Pyrroles