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Electrochemical radical arylsulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols: Synthesis of beta-sulfonated cyclic ketones
- Kim, Yeon Joo;
- Kim, Dae Young
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47초록
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.
키워드
Sulfonylation; Electrochemical oxidation; Semipinacol rearrangement; Alkenyl alcohols; VISIBLE-LIGHT PHOTOREDOX; METAL-FREE SYNTHESIS; MIGRATION SEQUENCES; AEROBIC DIFUNCTIONALIZATION; SEMIPINACOL REARRANGEMENT; TERMINAL ALKYNES; CINNAMIC-ACIDS; SULFUR-DIOXIDE; RING EXPANSION; SULFONYLATION
- 제목
- Electrochemical radical arylsulfonylation/semipinacol rearrangement sequences of alkenylcyclobutanols: Synthesis of beta-sulfonated cyclic ketones
- 저자
- Kim, Yeon Joo; Kim, Dae Young
- 발행일
- 2019-05-02
- 유형
- Article
- 권
- 60
- 호
- 18
- 페이지
- 1287 ~ 1290
- 언어
- ENG
- 출판사
- Elsevier BV
- 발행국가
- 영국
- 분량
- 4 페이지
- ISSN
- P 0040-4039