2-Ethynylperylene and improved synthesis of 3-ethynylperylene. Issue 9 (2nd March 2016)

• Record Type: Journal Article
• Authors: Chistov, Alexey A.; Kutyakov, Sergey V.; Ustinov, Alexey V.; Aparin, Ilya O.; Glybin, Anton V.; Mikhura, Irina V.; Korshun, Vladimir A.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 9(2016)
• Page Start: 1003
• Page End: 1005
• Publication Date: 2016-03-02
• Subjects: Perylene -- Ethynylperylenes -- Friedel–Crafts acylation -- Vilsmeier–Haack–Arnold formylation -- Fluorescence; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.01.067
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: 3-Ethynylperylene1, an important precursor for fluorescent dyes, fluorescent nucleosides, and potent nucleoside-based antivirals, has been prepared from perylene on a multigram scale (3 steps, 55% overall yield). A simple synthesis of 2-ethynylperylene2 from perylene (5 steps, 20% yield) has been developed. UV and fluorescence spectra of the ethynylperylenes1 and2 are compared to those of perylene.