Photoinduced EDA-complex-mediated late-stage C-H iodination of arenes using aryldibenzothiophenium salts under air.
- 1Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Chemical Engineering, Huaibei Normal University Huaibei Anhui 235000 P. R. China [email protected].
Abstract
We report a visible-light-driven, metal-free iodination of arenes using aryldibenzothiophenium (Ar-DBT) salts and potassium iodide. This transformation operates efficiently under air with KI as the optimized iodide source, forming an electron donor-acceptor (EDA) complex that generates aryl radicals upon visible-light irradiation. This protocol exhibits broad functional group tolerance across electronically diverse arenes, heterocycles, and sterically congested substrates. Notably, the synthetic utility of this protocol is demonstrated through the late-stage diversification of a wide array of structurally complex bioactive, agrochemical molecules, and functional molecules, as well as the efficient synthesis of dihalogenated xantphos derivatives.
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BibTeX
@article{ni2026photoinduced,
title = {{Photoinduced EDA-complex-mediated late-stage C-H iodination of arenes using aryldibenzothiophenium salts under air.}},
author = {Yan Ni and Pingyang Sun and Miaoting Wang and Wenwen Sun and Ping Zhang},
journal = {RSC advances},
year = {2026},
month = oct,
doi = {10.1039/d6ra06512k},
url = {https://europepmc.org/article/MED/42835845},
note = {CC BY},
}
RIS
TY - JOUR
TI - Photoinduced EDA-complex-mediated late-stage C-H iodination of arenes using aryldibenzothiophenium salts under air.
AU - Yan Ni
AU - Pingyang Sun
AU - Miaoting Wang
AU - Wenwen Sun
AU - Ping Zhang
PY - 2026
DA - 2026/10/05
JO - RSC advances
DO - 10.1039/d6ra06512k
UR - https://europepmc.org/article/MED/42835845
AB - We report a visible-light-driven, metal-free iodination of arenes using aryldibenzothiophenium (Ar-DBT) salts and potassium iodide. This transformation operates efficiently under air with KI as the optimized iodide source, forming an electron donor-acceptor (EDA) complex that generates aryl radicals upon visible-light irradiation. This protocol exhibits broad functional group tolerance across electronically diverse arenes, heterocycles, and sterically congested substrates. Notably, the synthetic utility of this protocol is demonstrated through the late-stage diversification of a wide array of structurally complex bioactive, agrochemical molecules, and functional molecules, as well as the efficient synthesis of dihalogenated xantphos derivatives.
SN - 2046-2069
ER -