Problems and exercisesThe Buchwald-Hartwig amination
Exercise 1
Propose two syntheses of N-phenylpiperidine: a classical one, without metals, and one by Buchwald–Hartwig coupling. Why does the direct reaction of chlorobenzene with piperidine not work?
Exercise 2
In a Buchwald–Hartwig amination of 4-bromotoluene with diethylamine, toluene is isolated as a by-product. Where does it come from? How can its formation be reduced?