SbCl3-catalyzed solvent-free Friedel–Crafts reaction of phenols with mandelic acids to 3-aryl benzofuran-2(3H)-ones: Synthesis of spirocyclic 2, 3-dihydrobenzofuran-2-ones. Issue 21 (1st November 2016)

• Record Type: Journal Article
• Authors: Dhotare, Bhaskar B.; Choudhary, Manoj K.; Nayak, Sandip K.
• Is Part Of: Synthetic communications. Volume 46:Issue 21(2016)
• Page Start: 1772
• Page End: 1780
• Publication Date: 2016-11-01
• Subjects: Antimony(III) chloride -- 3-aryl benzofuran-2(3H)-one -- Friedel–Crafts reaction -- mandelic acid -- spirocyclic benzofuran-2-one; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2016.1226341
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: A facile, SbCl3 -catalyzed, one-pot, tandem Friedel–Crafts/lactonization reaction of phenols and mandelic acids has been developed under solvent-free conditions to afford 3-aryl benzofuran-2(3 H )-ones in good to high yields (52–90%). Additionally, the utility of 3-aryl benzofuran-2(3 H )-ones is demonstrated by using them as precursors in the synthesis of a new class of spirocyclic benzofuran-2-ones using classical synthetic methodologies. GRAPHICAL ABSTRACT: