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Updated: Jan 14, 2026

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Photochemical Dicarbofunctionalization of Conjugated Alkenes via NHPI Ester-Mediated Truce-Smiles Rearrangement
Jiachen Zhang1, Xueyan Lv1, Kaili Feng1
1Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China.
Abstract:
A metal-free photochemical reaction for 1,2-arylalkylation of N-(arylsulfonyl)acrylamides using N-hydroxyphthalimide esters has been presented. Serving as radical precursors, the N-hydroxyphthalimide esters facilitate the construction of two distinct types of ortho C-C bonds through a Truce-Smiles rearrangement, forming all-carbon quaternary α-stereocenters. This method is characterized by its catalyst-free nature, employing Hantzsch ester as an electron donor to achieve radical dicarbofunctionalization of N-(arylsulfonyl)acrylamides using N-hydroxyphthalimide esters.
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