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Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
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13초록
A tandem synthetic route to a diverse array of cyclic compounds has been developed from Friedel–Crafts acylation of alkynes followed by the microwave irradiation of β-chlorovinyl ketone intermediates. The stereoisomeric β-chlorovinyl ketone intermediates smoothly underwent a thermal α-vinyl enolization and ring expansion to vinyl and carbocyclic furans as well as cyclopetene derivatives in good to excellent yields without the need for any catalysts.
키워드
BETA-CHLOROVINYL KETONES; (E)-BETA-CHLOROVINYL KETONES; FACILE ACCESS; ALLENYL; PATHWAYS
- 제목
- Tandem Transformations via Friedel–Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
- 저자
- Kim, Hun Young; Oh, Kyungsoo
- 발행일
- 2019-02
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 21
- 호
- 3
- 페이지
- 696 ~ 699
- 언어
- ENG
- 출판사
- AMER CHEMICAL SOC
- 발행국가
- 미국
- 분량
- 4 페이지
- ISSN
- E 1523-7052
P 1523-7060