1351067-13-4Relevant articles and documents
Ni-Catalyzed C(sp2)-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources
Kano, Taichi,Maruoka, Keiji,Matsumoto, Akira,Sakurai, Shunya,Tsuzuki, Saori
, p. 7942 - 7945 (2021/08/17)
A Ni-catalyzed direct C-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as alkyl-radical precursors is described. The reaction forms a new C(sp3)-C(sp2) bondviathe selective cleavage of both C(sp3)-C(sp3) and C(sp2)-H bonds. This transformation shows a high functional-group tolerance and, due to the structural diversity of alkylsilyl peroxides, a wide range of alkyl chains including functional groups and complex structures can be introduced at theortho-position of readily availableN-quinolylbenzamide derivatives. Mechanistic studies suggest that the reaction involves a radical mechanism.
Room-temperature C-H bond alkynylation by merging cobalt and photocatalysts
Mandal, Rajib,Barsu, Nagaraju,Garai, Bholanath,Das, Abir,Perekalin, Dmitry,Sundararaju, Basker
, p. 12167 - 12170 (2021/11/30)
A new protocol is developed for the mono- and bis-ortho-C-H alkynylation of easily accessible benzamide derivatives using alkynyl bromides at room temperature by merging cobalt and photocatalysts. The diverse reactivity of various alkynyl bromides towards
Iron-Catalyzed C?H Alkynylation through Triazole Assistance: Expedient Access to Bioactive Heterocycles
Cera, Gianpiero,Haven, Tobias,Ackermann, Lutz
supporting information, p. 3577 - 3582 (2017/03/20)
Triazole assistance enabled the first iron-catalyzed C?H alkynylation of arenes, heteroarenes, and alkenes. The modular TAM directing group set the stage for a sequential C?H alkynylation/annulation strategy with ample scope, enabling the iron-catalyzed assembly of isoquinolones, pyridones, pyrrolones, and isoindolinones with high levels of chemo-, site-, and regioselectivity.
Cobalt-Catalyzed Bis-alkynylation of Amides via Double C-H Bond Activation
Landge, Vinod G.,Jaiswal, Garima,Balaraman, Ekambaram
, p. 812 - 815 (2016/03/01)
The first example of cobalt-catalyzed selective bis-alkynylation of amides via double C-H bond activation with the directing assistance of a removable bidentate auxiliary is reported. The developed alkynylation strategy is simple, efficient, and tolerant
Nickel-catalyzed direct alkynylation of C(sp2)-H bonds of amides: An "inverse Sonogashira strategy" to ortho-alkynylbenzoic acids
Landge, Vinod G.,Shewale, Chinmay H.,Jaiswal, Garima,Sahoo, Manoj K.,Midya, Siba P.,Balaraman, Ekambaram
, p. 1946 - 1951 (2016/04/05)
Nickel-catalyzed direct alkynylation of C(sp2)-H bonds of amides using commercially available, inexpensive 8-aminoquinoline as a removable bidentate directing group is described. The present ortho-alkynylation has a broad substrate scope, funct
Nickel-Catalyzed Alkynylation of a C(sp2)-H Bond Directed by an 8-Aminoquinoline Moiety
Yi, Jun,Yang, Li,Xia, Chungu,Li, Fuwei
, p. 6213 - 6221 (2015/06/30)
An efficient nickel catalyst system for the direct ortho C-H alkynylation of the amides has been successfully developed with the directing assistance of 8-aminoquinoline. It was found that the flexible bis(2-dimethylaminoethyl) ether (BDMAE) ligand was cr
Palladium-catalyzed direct ortho -alkynylation of aromatic carboxylic acid derivatives
Ano, Yusuke,Tobisu, Mamoru,Chatani, Naoto
, p. 354 - 357 (2012/03/09)
The palladium-catalyzed direct alkynylation of C-H bonds in aromatic carboxylic acid derivatives is described. The use of 8-aminoquinoline as a directing group facilitates the alkynylation of an electronically diverse range of C(sp2)-H bonds.
