Rhodium-catalysed chemo- and regio-selective [3 + 2+2] cycloadditions of bis(methylenecyclopropanes) and alkynes: Synthesis of spirocyclic 5–7 condensed cycloheptenes

Abstract

Rhodium-catalyzed intermolecular [3 + 2+2] cycloaddition reactions of bis(methylenecyclopropanes) with different alkynes are described. The rhodium-catalyzed [3 + 2+2] cycloadditions resulted in the formation of functionalized 5–7–3 spirocyclic carbocycles in moderate yields with excellent regio- and chemo-selectivity.

GRAPHICAL ABSTRACT

Keywords:

• [3 + 2+2] Cycloadditions
• [Rh(COD)Cl]₂
• bis(methylenecyclopropanes)
• multicomponent reaction
• spirocyclic cycloheptenes

Acknowledgments

I.K. Gujral Punjab Technical University (PTU), Kapurthala is acknowledged for providing research facilities.

Additional information

Funding

The financial support from Department of Science and Technology (DST), New Delhi, and Board of Research in Nuclear Sciences (BRNS), India [Scheme No. 2013/37C/11/BRNS/198] is highly acknowledged.