biostudies-literatureGao Zthe Special Construction Project Fund for Shandong Province Taishan ScholarsShandong Province Natural Science Foundationthe Support Plan on Science and Technology for Youth Innovation of Universities in Shandong ProvinceGuangyue Young Scholar Innovation Team Foundation of Liaocheng Universitythe National Natural Science Foundation of China6916https://www.ebi.ac.uk/biostudies/studies/S-EPMC11241244biostudies-literatureUnknown25(13)3,4-disubstituted maleimides find wide applications in various pharmacologically active compounds. This study presents a highly effective approach for synthesizing derivatives of 3,4-disubstituted maleimides through the direct isomerization of α-succinimide-substituted allenoates, followed by a cascade γ'-addition and aryl imines using PR₃ as a catalyst. The resulting series of 3,4-disubstituted maleimides exhibited excellent stereoselectivities, achieving yields of up to 86%. To our knowledge, the phosphine-mediated γ'-addition reaction of allenoates is seldom reported.International journal of molecular sciencesSynthesis of 3,4-Disubstituted Maleimide Derivatives via Phosphine-Catalyzed Isomerization of α-Succinimide-Substituted Allenoates Cascade γ'-Addition with Aryl Imines.PMC11241244noZR2021MB110LCUGYTD2022-04No. 221010022022KJ111Nie BWu JLu HGao ZChen XWang XZhou XLi LfalseSynthesis of 3,4-Disubstituted Maleimide Derivatives via Phosphine-Catalyzed Isomerization of α-Succinimide-Substituted Allenoates Cascade γ'-Addition with Aryl Imines.3,4-disubstituted maleimides find wide applications in various pharmacologically active compounds. This study presents a highly effective approach for synthesizing derivatives of 3,4-disubstituted maleimides through the direct isomerization of α-succinimide-substituted allenoates, followed by a cascade γ'-addition and aryl imines using PR₃ as a catalyst. The resulting series of 3,4-disubstituted maleimides exhibited excellent stereoselectivities, achieving yields of up to 86%. To our knowledge, the phosphine-mediated γ'-addition reaction of allenoates is seldom reported.2024-01-01T00:00:00Z2024 Jun2026-04-08T15:18:44.344Z2025-04-04T08:04:09.966ZS-EPMC112412443900002510.3390/ijms25136916