Article: Preparation and structural characterization of a new class of stable thioetones: ortho-hydroxythioacetophenones

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Preparation and structural characterization of a new class of stable thioetones: ortho-hydroxythioacetophenones

Trung Thanh Nguyen, Thach Ngoc Le, Poul Erik Hansen and Fritz Duus

Tetrahedron Letters 47 (2006) 8433–8435

Abstract:
Ortho-hydroxythioacetophenone and four structurally related ortho-hydroxyaryl methyl thioketones have been prepared from the corresponding ketones by reaction with gaseous H2S and HCl in ethanol under strictly controlled reaction conditions. The remarkable stability of the new monomeric thioketones seems to be due to a strong intramolecular O-H...S=C hydrogen bonding.

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