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16.12.1.4.1.1 One-Pot Reaction of Aryl Cyanides with Alkylphosphonates, Aromatic Aldehydes, and Amidines

DOI: 10.1055/sos-SD-116-00063

von Angerer, S.Science of Synthesis Knowledge Updates, (20111117.

An interesting one-pot procedure for the preparation of 4,6-diarylpyrimidines 60 is based on four successive reactions of an aryl cyanide with an alkylphosphonate, an aromatic aldehyde, and an amidine derivative (Scheme 25).[‌70‌] The alkylphosphonate, nitrile, and aldehyde provide the one-carbon fragments. This reaction works quite well with methyl- and ethylphosphonates (yields: 43–73%), but not with larger groups on the phosphonate.

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