Experimental Decision-Making for Introducing Aminoalkyl Side Chains Using N-Haloalkyl Phthalimides: Chain Length, Leaving Group, and Deprotection Choice

Such intermediates are commonly used to introduce an amino side chain into a target scaffold in protected form first, and then release the corresponding primary amine in a later step by hydrolysis or hydrazinolysis. This is the basic strategy established by the Gabriel synthesis: formation of an ...