Rh(II)‐Catalyzed Tandem Reaction of 2‐Trimethylsiloxy‐pyridine and α‐Trifluoromethyl Diazomethane: An Approach to Tetrasubstituted gem‐Difluoro Olefins

Herein, we describe a Rh2(OAc)4‐catalyzed reaction of 2‐trimethylsiloxy‐pyridine and fluorinated diazomethanes, which provides an effective and straightforward approach to the synthesis of 2‐oxopyridinyl tetrasubstituted gem‐difluoro olefins. This protocol features good functional group compatibilit...

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Veröffentlicht in:European journal of organic chemistry 2024-12, Vol.27 (48), p.n/a
Hauptverfasser: Li, Guang‐Hui, Huang, Xin‐Yu, Lv, Jun‐Xi, Zhao, Xue‐Di, Yang, Shengchao, Liu, Lu
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Sprache:eng
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Zusammenfassung:Herein, we describe a Rh2(OAc)4‐catalyzed reaction of 2‐trimethylsiloxy‐pyridine and fluorinated diazomethanes, which provides an effective and straightforward approach to the synthesis of 2‐oxopyridinyl tetrasubstituted gem‐difluoro olefins. This protocol features good functional group compatibility, mild reaction conditions, good yield, and readily available substrates. A tandem Rhodium‐catalyzed tandem ylide formation/1,5‐elimination reactions of 2‐trimethylsiloxy‐pyridine and α‐trifluoromethyl diazomethane is disclosed for the first time, which reveals a novel tool for the synthesis of 2‐oxopyridinyl tetrasubstituted gem‐difluoroalkenes.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202400899