Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles.

ABSTRACT: Nitrogen-containing heteroaromatic cores are ubiquitous building blocks in organic chemistry. Herein, we present a family of metal-free intermolecular formal cycloaddition reactions that enable highly selective and orthogonal access to isoquinolines and pyrimidines at will. Applications of the products are complemented by a density functional theory mechanistic analysis that pinpoints the crucial factors responsible for the selectivity observed, including stoichiometry and the nature of the heteroalkyne.

SUBMITTER: Xie LG 

PROVIDER: S-EPMC4796318 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature