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Updated: Sep 16, 2025

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
Isodesmic C(sp2)-H Iodination of 2-Phenethylamines Directed by Native Primary Amino Groups
Xinchao Wang1,2, Chengyang He1,2, Chunlin Zhou2
1College of Chemistry, Fuzhou University, Fuzhou 350108, China.
Abstract:
The site-selective C-H functionalization of native phenethylamines remains a significant synthetic challenge due to the strong coordination ability of the primary amine group. Herein, a palladium-catalyzed isodesmic C(sp2)-H iodination of 2-phenethylamines directed by native, unprotected primary amino groups is described. The reaction proceeds under mild conditions using aryl iodides as iodine donors and exhibits broad functional group tolerance. The method enables efficient mono- and di-iodination of simple phenethylamines, as well as late-stage diversification of phenylalanine derivatives. This protocol offers a practical and broadly applicable strategy for direct aryl iodide synthesis from native amines.
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