Acetyltrimethylsilane: a novel reagent for the transformation of 2H-pyran-2-ones to unsymmetrical biaryls.
[reaction: see text] An expeditious synthesis of unsymmetrical biaryls functionalized with electron-withdrawing or -donating substituents is described and illustrated by carbanion-induced ring transformation of 2H-pyran-2-one using acetyltrimethylsilane (ATMS) as a novel reagent in good yield. The novelty of the reaction lies in the creation of an aromatic ring from 2H-pyran-2-ones via two-carbon insertion from ATMS used as a source of carbanion.
Goel
Atul
A
Division of Medicinal and Process Chemistry and Molecular and Structural Biology, Central Drug Research Institute, Lucknow 226001, India. agoel13@yahoo.com
Verma
Deepti
D
Dixit
Manish
M
Raghunandan
Resmi
R
Maulik
P R
PR
D001713:Biphenyl Compounds / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D011753:Pyrones / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*
D001713:Biphenyl Compounds; D007202:Indicators and Reagents; D011753:Pyrones; D012821:Silanes