(Di)amination of activated allene compounds, derivatives thereof, and methods for synthesis of the same

A method of synthesizing amines from activated allene compounds or derivatives thereof in a one-pot reaction comprising:

• providing a solution comprising an electrophilic amine or an allene and an amine halogenating reagent and adding a first compound to the solution to carry out a first animation reaction, wherein the first compound comprises an electron-withdrawing group (EWG);
• adding a nucleophilic reagent and a base to a reaction mixture of the animation reaction to carry out a second nucleophilic reaction;
• and
• adding a reducing reagent to a reaction mixture of the nucleophilic reaction to carry out a third enamine reduction reaction and synthesize an amine product from an activated allene compound or derivative thereof;
• wherein the amine product has a structure of Formula (III) or is a pharmaceutically acceptable salt thereof:
• wherein:
• X is an N containing cyclic group;
• R1 is D or absent;
• R2 is
• wherein Y is N, S, C, or O, and
• comprises the EWG, wherein R3 is OBn, OEt,
• Xa is an N-containing cyclic group;
• and
• X1 is absent or F.