TITLE:
Synthetic Studies of Naphtho[2,3-b]furan Moiety Present in Diverse Bioactive Natural Products
AUTHORS:
Bidyut Kumar Senapati, Dipakranjan Mal
KEYWORDS:
6H-Furo[3, 4-b]furanone, Naphtho[2, 3-b]furan, Intramolecular Pummerer Reaction, Desulfanylation, Lactonization
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.5 No.2,
May
29,
2015
ABSTRACT: The preparation of several functionalized furan derivatives and attempts to transform them into a derivative containing 6H-furo[3,4-b]furanone skeleton towards the construction of naphtho[2,3-b] furan are described. Attempted Pummerer reaction of a furan sulfoxide derivative produced four interesting furan derivatives. Base promoted annulation between methyl 2-(phenylsulfinylmethyl)-3-furoate and 2-cyclohexenone proceeded to give dihydro naphtho[2,3-b]furanone derivative in a regiospecific manner.