TfOH‐Mediated Iodocarbocyclization of Alkenyl Sulfonamides with Iodoarenes

A triflic acid‐mediated iodocarbocyclization of allylic and homoallylic sulfonamides with iodoarenes has been developed for the synthesis of benzo‐fused saturated N‐heterocycles. The combination of iodoarenes and triflic acid provides an efficient electrophilic iodine species for the iodocarbocyclization under ambient reaction conditions. A variety of sulfonamides derived from benzylamines, phenethylamines, and anilines were successfully transformed into the corresponding iodine‐functionalized benzo‐fused N‐heterocycles in good to high yields.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-11-07
DOI
https://doi.org/10.1002/adsc.70205
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

TfOH‐Mediated Iodocarbocyclization of Alkenyl Sulfonamides with Iodoarenes

Osamu Onomura, Masami Kuriyama, Kosuke Yamamoto, Ichiro Nakayama et al.
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
article

TfOH‐Mediated Iodocarbocyclization of Alkenyl Sulfonamides with Iodoarenes

Osamu Onomura, Masami Kuriyama, Kosuke Yamamoto, Ichiro Nakayama, K. T. HIGA
article en

Abstract

A triflic acid‐mediated iodocarbocyclization of allylic and homoallylic sulfonamides with iodoarenes has been developed for the synthesis of benzo‐fused saturated N‐heterocycles. The combination of iodoarenes and triflic acid provides an efficient electrophilic iodine species for the iodocarbocyclization under ambient reaction conditions. A variety of sulfonamides derived from benzylamines, phenethylamines, and anilines were successfully transformed into the corresponding iodine‐functionalized benzo‐fused N‐heterocycles in good to high yields.

Advanced Synthesis & CatalysisVol. 368(1)
University of Nagasaki (JP), Nagasaki University (JP)
Ministry of Education, Culture, Sports, Science and Technology, TOBE MAKI Scholarship Foundation, Japan Society for the Promotion of Science
Openalex Percentile: Top 75%
Sulfur-Based Synthesis Techniques
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