An eccentric rod-like linear connection of two heterocycles: synthesis of pyridine trans-tetrafluoro-λ⁶-sulfanyl triazoles.

ABSTRACT: The trans-tetrafluoro-λ⁶-sulfane (SF₄) group has been utilized as a unique three-dimensional building block for the linear connection of two independent N-heterocycles, pyridines and triazoles. The linearly connected heterocyclic compounds were synthesized by thermal Huisgen 1,3-dipolar cycloaddition between previously unknown pyridine SF₄-alkynes and readily available azides, providing a series of rod-like SF₄-connected N-heterocycles in good to excellent yields. X-ray crystallographic analysis of the target products revealed the trans-geometry of the SF₄ group, which linearly connects two independent N-heterocycles. This research will open the field of chemistry of SF₄-connected heterocyclic compounds.

SUBMITTER: Das P 

PROVIDER: S-EPMC5994873 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature