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Updated: Jul 9, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Sulfonyl Group-Induced Remote C(sp3)-N Bond Construction through Hydrogen Atom Transfer
Haotian Li1, Xiancheng Qiu1, Xu Zhang1
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China.
Abstract:
This work demonstrates sulfonyl group-induced remote C(sp3)-N bond construction using a strategy of merging aryl radical-mediated halogen atom transfer and intramolecularly regioselective hydrogen atom transfer (HAT). A plethora of aliphatic sulfones, sulfonamides, and sulfonates are amenable and undergo regioselective C(sp3)-H amination by utilizing an iron salt at room temperature. This protocol involves iodine atom transfer, a HAT process enabled by an alkyl radical adjacent to a sulfonyl group, and amination mediated by an aryl diazonium salt.
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