Cu(OTf)2-Catalyzed Aerobic Cycloisomerization of Alkenyl Sulfones to Furans Using (E)-β-Chlorovinyl Ketones and Sodium Sulfinates

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2
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3

초록

Sodium sulfinate addition to (E)-β-chlorovinyl ketones followed by the aerobic cycloisomerization of alkenyl sulfone intermediates has been established for the synthesis of 3-sulfonyl furans. The optimal cycloisomerization catalyst system was identified to be Cu(OTf)2, where molecular oxygen acts as a terminal oxidant. With three points of structural variation in both beta-chlorovinyl ketones and sodium sulfinates, the current aerobic cycloisomerization strategy allows the synthesis of highly functionalized and substituted furan derivatives.

키워드

Aerobic ReactionCopper CatalysisCycloisomerizationSulfonylfuransSodium SulfinatesFRIEDEL-CRAFTS ACYLATIONBETA-CHLOROVINYL KETONESSEQUENTIAL SYNTHESISCONJUGATE ADDITIONSUBSTITUTED FURANSALKYNESCYCLIZATIONGOLDSULFENYLATIONCONSTRUCTION
제목
Cu(OTf)2-Catalyzed Aerobic Cycloisomerization of Alkenyl Sulfones to Furans Using (E)-β-Chlorovinyl Ketones and Sodium Sulfinates
저자
Bhatt, DivyaKim, Hun YoungOh, Kyungsoo
DOI
10.1002/adsc.202200776
발행일
2022-10
유형
Article
저널명
Journal für Praktische Chemie
364
20
페이지
3617 ~ 3621