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Photoredox/nickel dual-catalyzed regioselective alkylation of propargylic carbonates for trisubstituted allenes.

Authors :
Zhou ZZ
Song XR
Du S
Xia KJ
Tian WF
Xiao Q
Liang YM
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2021 Sep 16; Vol. 57 (74), pp. 9390-9393. Date of Electronic Publication: 2021 Sep 16.
Publication Year :
2021

Abstract

Herein, a highly regioselective alkylation of propargylic carbonates for trisubstituted allenes with alkyl 1,4-dihydropyridine derivatives (1,4-DHPs) is developed via a photoredox/nickel dual-catalyzed process, which represents the first direct approach to access alkylated allene products without alkyl organometallic reagents. This method features a broad substrate scope and mild conditions. A hypothetical mechanism with an alkyl radical and an allenyl Ni(III) species is proposed. Benzylation products were also obtained to be the complement building blocks for the potential synthesis of pharmaceuticals.

Details

Language :
English
ISSN :
1364-548X
Volume :
57
Issue :
74
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
34528958
Full Text :
https://doi.org/10.1039/d1cc03303d