Combination of Orthogonal ABB and ABC Multicomponent Reactions toward Efficient Divergent Synthesis of Dendrimers with Structural Diversity.

Synthesis of dendrimers has been directed toward process efficiency and structural diversity. We report a divergent approach to the preparation of dendrimers with both ABC and ABB branching structures from nonbranching monomers by combination of efficient orthogonal ABC Passerini multicomponent reaction (MCR) and ABB thiol-yne MCR. Two kinds of dendrimers were synthesized efficiently: (1) dendrimers with two generations in three steps and (2) dendrimers with two generations containing one kind of internal functional group and two kinds of surface functional groups in five steps. This new synthetic method offers an efficient access to dendrimers with structural diversity.