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Updated: Sep 2, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Rh(III)-catalyzed selective mono- and dual C-H bond functionalization of N-aryl benzamidines with iodonium ylides
Ying Xu1, Menglin Peng1, Yuanzheng Wei1
1Faculty of Life Science and Technology, Kunming, University of Science and Technology, Kunming, 650500, P. R. China. chenli@kust.edu.cn.
Abstract:
A Rh(III)-catalyzed selective mono- and dual C-H bond functionalization reaction of N-aryl benzamidines with iodonium ylides has been developed. Notably, this process enables unprecedented site-selective C-H activation solely on the N-aryl ring of N-arylbenzamidine scaffolds. The reaction shows remarkable selectivity depending on the reaction time and stoichiometry of iodonium ylides, providing a facile divergent route to access both mono- and dual functionalized N-aryl benzamidine derivatives. This synthetic protocol exhibits wide substrate compatibility, is feasible for gram-scale preparation, and allows for further structural modification.
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