Transition metal free synthesis of sterically hindered allylarenes from 5-hexene-2-one
2020
A simple, efficient and transition metal freestrategy was established for the syhthesis of highly functionalized sterically hindered allylarenes (6,7 & 8) by base mediate ring transformation of 2-oxo-6-aryl-4-(methylthio/sec.amine)-2H-pyran-3-carbonitriles (3/4) with 5-hexene-2-one (5). This methodology offers the synthsis of allylarenes functionalized with different electron donating and withdrawing groups in one-pot. The synthetic application of obtained allylarenes were carried out to isolate different important molecules. The structure of isolated product 6c and 7a were ascertained by spectroscopic and single crystal X-ray diffraction analyses. In addition, we have performed the molecular docking study to predict the biological activity of synthesized molecules as estrogen receptor alpha (ERα)and estrogen receptor beta (ERβ).
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