Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1a]isoquinolines via three-component [3 + 2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions

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Abstract

Two kinds of [3 + 2] cycloaddition intermediates generated from the three-component reactions of 2-bromobenzaldehydes and maleimides with amino esters or amino acids were used for a one-pot N-allylation and intramolecular Heck reactions to form pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines. The multicomponent reaction was combined with one-pot reactions to make a synthetic method with good pot, atom and step economy. MeCN was used as a preferable green solvent for the reactions.

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Ma, X., Meng, S., Zhang, X., Zhang, Q., Yan, S., Zhang, Y., & Zhang, W. (2020). Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1a]isoquinolines via three-component [3 + 2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions. Beilstein Journal of Organic Chemistry, 16, 1225–1233. https://doi.org/10.3762/bjoc.16.106

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