Abstract New synthetic routes toward the commercial drugs cinacalcet hydrochloride, alverine, and tolpropamine were developed using a Heck–Matsuda arylation as the key- step. Several reaction conditions were evaluated for the Heck–Matsuda reaction using allylamine derivatives and arenediazonium salts. For cinacalcet hydrochloride, N- formylamide provided the best result, furnishing the synthetic target in a very high overall ...