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Synthesis of Dihydropyrrole Derivatives by a Palladium-Catalyzed Heck and Suzuki Cross-Coupling Cascade Reaction

Jinsong Peng*, Yan Zhao, Jingjie Zhou, Yuehang Ding, Chunxia Chen*

*Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China, Email:,

J. Peng, Y. Zhao, J. Zhou, Y. Ding, C. Chen, Synthesis, 2014, 46, 1881-1885.

DOI: 10.1055/s-0033-1341265

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A sequential reaction sequence for the synthesis of 5-aryl-2,3-dihydropyrroles, starting from N-tosyl-protected 2-methylprop-2-en-1-amine, alkynyl bromides, and arylboronic acids, involves nucleophilic addition of the sulfonamide to the alkynyl bromide, followed by a palladium-catalyzed tandem intramolecular Heck and intermolecular Suzuki cross-coupling reaction of the bromoalkene adduct.

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Key Words

2-pyrrolines, palladium, catalysis, tandem reactions, Heck reaction, Suzuki coupling

ID: J66-Y2014