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Synthesis of 2-Amino-3,4-dihydroquinazolinesand Imidazo[2,1-b]quinazoline-2-ones

A straightforward method for the synthesis of 2-amino-3,4-dihydroquinazolines from Baylis―Hillman derivatives is disclosed. The protocol involves sequential S N 2 reaction of a primary amine on the Baylis―Hillman acetate derived from 2-nitrobenzaldehyde, cyanogen bromide-mediated nitrile addition, and iron―acetic acid promoted reductive cyclization. This approach is also applied to the preparation of imidazo[2,1-b]quinazoline-2-ones and imidazo[2,1-b]quinazolines in one pot.