[2+2+2] Cycloadditions on the solid phase

ORGN 603

Douglas D. Young, ddyoung@unity.ncsu.edu, Ramesh S. Senaiar, rssenaia@ncsu.edu, and Alexander Deiters, alex_deiters@ncsu.edu. Department of Chemistry, North Carolina State University, 2620 Yarbrough Drive, Box 8204, Raleigh, NC 27695
The [2+2+2] cycloaddition is a versatile multi-component reaction (MCR) for the construction of various carbo- and heterocyclic compounds including benzenes, pyridines, and isoindolines. However, its use in organic synthesis has yet to be fully realized due to problems associated with regio- and chemoselectivity. These issues can be remedied via conducting these reactions on a solid support. We recently demonstrated the first Cobalt and Rhodium catalyzed cyclotrimerizations on a solid support, thereby solving problems associated with chemoselectivity. Ultimately, these methodologies can be employed in the rapid generation of diverse small-molecule libraries, and find a wider applications within organic synthesis.