Divergent synthesis of N-heterocyclic 1,6-enynes through a zinc-catalyzed decarboxylative A3 reaction

Chem Commun (Camb). 2019 Dec 7;55(94):14170-14173. doi: 10.1039/c9cc06985b. Epub 2019 Nov 8.

Abstract

A zinc-catalyzed decarboxylative A3 reaction of cyclic amino acids, α,β-unsaturated aldehydes and terminal alkynes has been developed. A series of functionalized N-heterocyclic 1,6-enynes have been successfully obtained with excellent regioselectivities through this novel approach. In addition, the utility of this straightforward process is demonstrated by the preparation of a polycyclic nitrogen-containing heterocyclic compound.