Quinazoline cardiovascular agents (review)

Convergent assembly of structurally diverse quinazolines

“…The feasibility of the proposed sequence relies heavily on the efficacy of the halomethyleneiminium-mediated haloformylation of ketones that incorporate enolizable a-hydrogens. 12 Such a reaction would enable the transformation of the acetyl group at position 5 of the heterocycle into a vinyl halide that subsequently would add to an iminium group, thus extending the carbon framework by one unit and generating a highly reactive b-chloroacrolein (2). In order to prove this concept it was decided to employ pyrimidin-2(1H)-ones 1a-b (Scheme 1, R 1 = H, Me) as model substrates.…”