Tetrahedron p. 4065 - 4078 (1996)
Update date:2022-08-03
Topics:
Alvarez-Ibarra, Carlos
Quiroga, Maria L.
Toledano, Emilio
The synthetic potential of 3,4-dibromofuran has been assessed by its conversion into 3,4-disubstituted furans via mono-S-ipso-substitution. The ability of 3-methylthio and 3-phenylthio substituents for directing the metallation at position α-relative to the substituent has allowed the regiospecific alkylation. It provides a straightforward approach to several 3-monothiosubstituted furans which are receiving increasing interest as odour and flavour chemicals.
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