Condensation of lithium diphenylphosphonium diylides with carbonic anhydride derivatives. A new one-pot synthesis of α, β-unsaturated anilides and amidines.
Abstract Lithium diphenylphosphonium diylides readily attack phenylisocyanate and dicyclohexylcarbodiimide. The formed semi-stabilised ylides bear a metallated amide or amidine function. Their use in situ as Wittig reagents towards aldehydes and ketones is shown to be a new one-pot, E-stereoselective synthesis for αβ-unsaturated anilides and amidines. Moreover, the corresponding phosphonium salts were isolated.
