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Electrochemical radical arylsulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols: Synthesis of beta-sulfonated cyclic ketones
- Authors
- Kim, Yeon Joo; Kim, Dae Young
- Issue Date
- 2-May-2019
- Publisher
- Elsevier BV
- Keywords
- Sulfonylation; Electrochemical oxidation; Semipinacol rearrangement; Alkenyl alcohols
- Citation
- Tetrahedron Letters, v.60, no.18, pp 1287 - 1290
- Pages
- 4
- Journal Title
- Tetrahedron Letters
- Volume
- 60
- Number
- 18
- Start Page
- 1287
- End Page
- 1290
- ISSN
- 0040-4039
- Abstract
- Electrochemical oxidative radical sulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols have been developed. The reaction proceeds in an undivided electrochemical cell equipped with platinum plate electrodes employing sodium iodide as a redox catalyst and a supporting electrolyte. This approach is environmentally benign by using shelf-stable arylsulfonyl hydrazides as arylsulfonyl radical precursor and electrons as oxidizing reagents. The present protocol offers a facile way to prepare beta-sulfonated cyclic ketone derivatives. (C) 2019 Elsevier Ltd. All rights reserved.
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Related Researcher
- Kim, Dae Young
- College of Natural Sciences (Department of Chemistry)