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Updated: Apr 28, 2026

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Pd-Catalyzed Decarbonylative C-N Bond Formation Via Unimolecular Fragment Coupling of N-Acyl Phthalimides and
Weidan Yan1, Geng Ren2, Shuhei Uei2
1Graduate School of Natural Science and Technology, Okayama University, 700-8530 Okayama, Japan.
Abstract:
Efficient strategies for C-N bond formation from readily available amide derivatives remain an important objective in synthetic chemistry. Herein, we report a Pd-catalyzed decarbonylative transformation of N-acyl phthalimides and acyl succinimides that enables the efficient synthesis of (hetero)aryl phthalimides and aryl succinimides with a broad substrate scope and high functional-group tolerance, including substrates bearing electron-donating substituents. Mechanistic studies support an intramolecular unimolecular fragment coupling pathway, and the resulting N-aryl phthalimides serve as versatile intermediates for the synthesis of aniline derivatives and other value-added molecules through late-stage functionalization.
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