Thiazolylcyanocyclopropanes: Novel Donor-Acceptor Cyclopropanes for Accessing Thiazole-Containing Targets.

ABSTRACT: Donor-acceptor (D-A) cyclopropanes are important precursors in the synthesis of complex molecules due to their bidentate character and high reactivity. Among them, cyclopropane-1,1-dicarbonitriles are less commonly reported in modern literature, primarily because of the high reactivity of the nitrile groups and their limited compatibility with metal-catalyzed processes, which is caused by the geometrical constraints imposed by the linear cyano substituents. While the cyano groups can be seen as a limitation, they also offer synthetic versatility by serving as handles for further functionalization. In this work, we performed a cycloaddition reaction with mercaptoacetaldehyde, leading to a new class of DA cyclopropanes bearing a thiazole moiety. This one-pot, two-step transformation requires

SUBMITTER: Savini EB 

PROVIDER: S-EPMC12472231 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature