Redox-Neutral Ru(0)-Catalyzed Alkenylation of 2-Carboxaldimine-heterocyclopentadienes | Zendy

Roberto Sala | Zendy; Gredy Kiala | Zendy; Luı́s F. Veiros | Zendy; Gianluigi Broggini | Zendy; Giovanni Poli | Zendy; Julie Oble | Zendy

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Redox-Neutral Ru(0)-Catalyzed Alkenylation of 2-Carboxaldimine-heterocyclopentadienes

Author(s) -

Roberto Sala,

Gredy Kiala,

Luı́s F. Veiros,

Gianluigi Broggini,

Giovanni Poli,

Julie Oble

Publication year - 2022

Publication title -

the journal of organic chemistry

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c03044

Subject(s) - furan , thiophene , pyrrole , catalysis , chemistry , oxidative phosphorylation , indole test , density functional theory , oxidative coupling of methane , redox , photochemistry , electron acceptor , acceptor , combinatorial chemistry , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry , biochemistry , physics , condensed matter physics

A new Ru 3 (CO) 12 -catalyzed directed alkenylation of 2-carboxaldimine-heterocyclopentadienes has been accomplished. This process allows coupling of furan, pyrrole, indole, and thiophene 2-carboxaldimines with electron-poor alkenes such as acrylates, vinylsulfones, and styrenes. This regio- and chemoselective oxidative C-H coupling does not require the presence of an additional sacrificial oxidant. Density functional theory calculations allowed us to propose a mechanism and unveiled the nature of the H 2 acceptor.

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