Efficient Synthesis of Substituted Indene Derivatives

Abstract

An efficient protocol for the synthesis of new functionalized indenes 3 was successfully realized. Thus the coupling reaction of allyl acetate 2 with Grignard reagents in the presence of a catalytic amount of LiCuBr₂ at low temperature afforded pure ethyl 1-alkyl-1H-indenes-2-carboxylate 3 in good yields.

GRAPHICAL ABSTRACT

Keywords:

• Allylic acetates
• ethyl 1-alkyl-1H-indenes-2-carboxylate
• Grignard reagents
• indenols

ACKNOWLEDGMENT

The authors thank Professor Jacques Lebreton (University of Nantes, France) for logistical help.

Notes

^a Yields refer to the pure isolated products characterized by ¹H NMR, ¹³C NMR, and HRMS.

^a Yields refer to the pure isolated products characterized by ¹H and ¹³C NMR.