38767-73-6Relevant articles and documents
Regio-selective diazepine formation from 3-azidopyridines: The first examples of monocyclic 2H-1,4-diazepines
Sawanishi,Tsuchiya
, p. 5603 - 5605 (1985)
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Transamidation and Decarbonylation of N-Phthaloyl-Amino Acid Amides Enabled by Palladium-Catalyzed Selective C–N Bond Cleavage
Zhang, Hao-Yu,Tao, Xuan-Wen,Yi, Li-Na,Zhao, Zhi-Gang,Yang, Qiang
, p. 231 - 242 (2022/01/11)
Amides are important functional synthons that have been widely used in the construction of peptides, natural products, and drugs. The C–N bond cleavage provides the direct method for amide conversion. However, amides, especially secondary amides, tend to
Amide Synthesis by Nickel/Photoredox-Catalyzed Direct Carbamoylation of (Hetero)Aryl Bromides
Alandini, Nurtalya,Buzzetti, Luca,Candish, Lisa,Collins, Karl D.,Favi, Gianfranco,Melchiorre, Paolo,Schulte, Tim
supporting information, p. 5248 - 5253 (2020/03/03)
Herein, we report a one-electron strategy for catalytic amide synthesis that enables the direct carbamoylation of (hetero)aryl bromides. This radical cross-coupling approach, which is based on the combination of nickel and photoredox catalysis, proceeds at ambient temperature and uses readily available dihydropyridines as precursors of carbamoyl radicals. The method's mild reaction conditions make it tolerant of sensitive-functional-group-containing substrates and allow the installation of an amide scaffold within biologically relevant heterocycles. In addition, we installed amide functionalities bearing electron-poor and sterically hindered amine moieties, which would be difficult to prepare with classical dehydrative condensation methods.
Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives
Sharma, Nandini,Bahadur, Vijay,Sharma, Upendra K.,Saha, Debasmita,Li, Zhenghua,Kumar, Yogesh,Colaers, Jona,Singh, Brajendra K,Van der Eycken, Erik V.
supporting information, p. 3083 - 3089 (2018/08/24)
A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).
