[Hydroxy(tosyloxy)iodo]benzene in Organic Synthesis: A Facile Synthesis of Furo[3,2-c]coumarins Using α-Tosyloxyketones

Abstract

Facile synthesis of furo[3,2-c]coumarins (2a–g) via cyclocondensation of 4-hydroxycoumarin and α-tosyloxyketones (1a–g) is described. A plausible mechanism involving C-C bond formation followed by 5-exo-tet cyclization is suggested.

GRAPHICAL ABSTRACT

Keywords:

• Cyclocondensation
• HTIB
• 4-hydroxycoumarin
• α-tosyloxyketones

ACKNOWLEDGMENTS

We are highly thankful to the Council of Scientific and Industrial Research (CSIR), New Delhi (Grant No. CSIR 01(2186)/ 07/ EMR-II), and the Department of Science and Technology, New Delhi (Grant No. SR/FTP/CS-125/2006), for providing financial assistance to accomplish this research work.