Beilstein J. Org. Chem.2024,20, 2143–2151, doi:10.3762/bjoc.20.184
Biginelli synthesis of dihydropyrimidinones/thiones/selenones via acetic acid or solvent-free Yb(OTf)3-catalyzed tandem reaction of β-ketosulfone (dihydro-2H-thiopyran-3(4H)-one-1,1-dioxide), an appropriate urea, and arylaldehyde has been developed. The reaction proceeds with high chemo- and
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Graphical Abstract
Scheme 1:
The general Biginelli reaction (A) and examples of DHMP (B) and thiopyran-1,1-dioxide (C) containin...
Beilstein J. Org. Chem.2014,10, 1267–1271, doi:10.3762/bjoc.10.127
Abstract A new, efficient and mild method for the direct oxidation of selenides to selenones using magnesium bis(monoperoxyphthalate) hexahydrate (MMPP) has been developed. Noteworthy this transformation proceeds at room temperature, employs a cheap and safety oxidant and has a broad functional group
tolerance. Moreover, the produced selenones could be useful intermediates for the synthesis of different heterocyclic compounds.
Keywords: heterocycles; monoperoxyphthalate; oxidation; selenides; selenones; Introduction
Organoselenium compounds have received considerable attention in recent times because
they are versatile reagents or intermediates in organic synthesis [1]. Particularly, alkyl phenyl selenones [2][3] represent a valuable compound class due to the ability of the phenylselenonyl group to behave as a good leaving group in substitution reactions (Scheme 1). Thus, the development of
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Graphical Abstract
Scheme 1:
General transformation of selenides to selenones.