A new method was developed for the one-pot synthesis of substituted 3-(2-aminoethyl)-and 3-(3-aminopropyl) indoles from commercially available aryl hydrazines and chloroalkylalkynes. Various tryptamine derivatives were prepared directly in good yield with excellent regioselectivity. The method involves a new domino reaction sequence consisting of a titanium-catalyzed amination of the chloroalkylalkyne,[3+ 3]-rearrangement of the ...
