Copper‐Catalyzed Hydrodifluoroallylation of Terminal Alkynes to Access ( E )‐1,1‐Difluoro‐1,4‐Dienes | Zendy

Wu NuoYi | Zendy; Huang Yangen | Zendy; Xu XiuHua | Zendy; Qing FengLing | Zendy

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Copper‐Catalyzed Hydrodifluoroallylation of Terminal Alkynes to Access ( E )‐1,1‐Difluoro‐1,4‐Dienes

Author(s) -

Wu NuoYi,

Huang Yangen,

Xu XiuHua,

Qing FengLing

Publication year - 2020

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.202000492

Subject(s) - chemistry , reagent , stereoselectivity , catalysis , copper , hydride , diene , terminal (telecommunication) , organic chemistry , medicinal chemistry , combinatorial chemistry , metal , telecommunications , natural rubber , computer science

A copper‐catalyzed regio‐ and stereoselective hydrodifluoroallylation of terminal alkynes was disclosed. This reaction employs easily available 3‐bromo‐3,3‐difluoropropene (BDFP) as the difluoroallylating reagent and 1,1,3,3‐tetramethyldisiloxane (TMDSO) as the hydride source, affording a variety of ( E )‐1,1‐difluoro‐1,4‐dienes in moderate to good yields. The synthetic utility of this protocol has been demonstrated through the transformation of resulting ( E )‐1,1‐difluoro‐1,4‐diene to difluoromethylated and trifluoromethylated derivatives.

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