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

Authors

MUHAMMED SHAKHAWOAT HOSSAIN
SIDIKA POLAT ÇAKIR
AYŞE BETÜL KARADUMAN
MUSTAFA YAMAÇ
AYHAN SITKI DEMİR

Abstract

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.

DOI

10.3906/kim-1402-6

Keywords

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

First Page

880

Last Page

893

Recommended Citation

HOSSAIN, MUHAMMED SHAKHAWOAT; ÇAKIR, SIDIKA POLAT; KARADUMAN, AYŞE BETÜL; YAMAÇ, MUSTAFA; and DEMİR, AYHAN SITKI (2014) "Synthesis of tertiary propargylic phosphonates by addition of trialkynylaluminum reagents to acyl phosphonates and investigation of their antimicrobial activities," Turkish Journal of Chemistry: Vol. 38: No. 5, Article 19. https://doi.org/10.3906/kim-1402-6
Available at: https://journals.tubitak.gov.tr/chem/vol38/iss5/19