4.2 Article

Synthesis of tertiary propargylic phosphonates by addition of trialkynylaluminum reagents to acyl phosphonates and investigation of their antimicrobial activities

Journal

TURKISH JOURNAL OF CHEMISTRY
Volume 38, Issue 5, Pages 880-893

Publisher

Tubitak Scientific & Technological Research Council Turkey
DOI: 10.3906/kim-1402-6

Keywords

Acyl phosphonates; alkynyl organoaluminum; propargylic alcohols; tris-(phenylethynyl)aluminum; tris-(propynyl)aluminum; antimicrobial activity

Funding

  1. Scientific and Technological Research Council of Turkey (TUBITAK)
  2. Turkish Academy of Sciences (TUBA)
  3. Middle East Technical University (METU)

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A series of propargylic alcohols containing phosphonates was synthesized by addition reactions of tris-(propynyl) and tris-(phenylethynyl) aluminum reagents to acyl phosphonates in good yields. Aromatic moieties of the acyl phosphonates with electron-withdrawing groups generally resulted in better isolated chemical yield. Selected propargylic phosphonates were tested for antimicrobial activities. Compounds 3a and 3h showed noticeable antifungal activity, especially against molds.

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