Organocatalyzed Synthesis of Highly Functionalized Phthalimides via Diels-Alder Reaction Employing Two Dienophiles
Muhammad Saeed Akhtar and Yong Rok Lee*
*School of Chemical Engineering, Yeungnam University, Gyeongsan 38541, Republic of Korea, Email: yrleeyu.ac.kr
M. S. Akhthar, Y. R. Lee, J. Org. Chem., 2020, 85, 15129-15138.
L-proline catalyzes a reaction between α,β-unsaturated aldehydes and maleimides to provide biologically and pharmaceutically important phthalimides. The reaction involves an efficient benzannulation that proceeds via a formal [4 + 2] cycloaddition of azadiene intermediates generated in situ from enals and N-substituted maleimides.
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proposed reaction pathway
Diels-Alder reaction, organocatalysis, phthalimides, air