2749-96-4Relevant articles and documents
Preparation of (E)-1,3-Enyne Derivatives through Palladium Catalyzed Hydroalkynylation of Allenes
Liu, Zhi-Kai,Yang, Ying,Zhan, Zhuang-Ping
supporting information, p. 1589 - 1597 (2022/01/20)
A general and efficient palladium catalyzed hydroalkynylation of allenes was developed to produce synthetically versatile (E)-1,3-enyne derivatives with high regio- and stereoselectivity. This catalytic system proceeded under mild conditions and was compatible with a broad range of substrates, especially for allenes without electron-bias groups. This work further broadens the synthetic potential of these scaffolds in organic synthesis and medicinal chemistry.
Indene formation upon borane-induced cyclization of arylallenes, 1,1-carboboration, and retro-hydroboration
Hasenbeck, Max,Wech, Felix,Averdunk, Arthur,Becker, Jonathan,Gellrich, Urs
, p. 5518 - 5521 (2021/06/12)
We herein report the reaction of arylallenes with tris(pentafluorophenyl)borane that yields pentafluorophenyl substituted indenes. The tris(pentafluorophenyl)borane induces the cyclization of the allene and transfers a pentafluorophenyl ring in the course of this reaction. A Hammett plot analysis and DFT computations indicate a 1,1-carboboration to be the C-C bond-forming step.
Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air
Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.
supporting information, p. 14925 - 14931 (2021/09/04)
A method has been developed for the facile Cu(ii)-catalyzed protoboration of monosubstituted allenes in aqueous media under atmospheric conditions. The reaction occurs site selectively, favoring internal alkene protoboration to afford 1,1-disubstituted vinylboronic acid derivatives (up to 93?:?7) with modest to good yields. The method has been applied to a variety of phenylallene derivatives as well as alkyl-substituted allenes. This journal is