Mechanistic insights into boron-catalysed direct amidation reactions
نویسندگان
چکیده
Centre for Sustainable Chemical Process University, Science Site, South Road, Durha durham.ac.uk Department of Chemistry, University Coll WC1H 0AJ, UK Department of Chemistry, Durham Univer DH1 3LE, UK Department of Chemistry, Imperial Colle London, SW7 2AZ, UK † Electronic supplementary information spectra, computational data and ES 1551614–1551624 and 1563948–1563950. CIF or other electronic format see DOI: 10 Cite this: Chem. Sci., 2018, 9, 1058
منابع مشابه
Direct amidation of esters with nitroarenes
Esters are one of the most common functional groups in natural and synthetic products, and the one-step conversion of the ester group into other functional groups is an attractive strategy in organic synthesis. Direct amidation of esters is particularly appealing due to the omnipresence of the amide moiety in biomolecules, fine chemicals, and drug candidates. However, efficient methods for dire...
متن کاملDirect NHC-catalysed redox amidation using CO2 for traceless masking of amine nucleophiles.
The N-heterocyclic carbene (NHC)-catalysed redox amidation reaction is poorly developed and usually requires catalytic co-additives for electron-rich amine nucleophiles. We report a masking strategy (using CO2) that couples release of the free amine nucleophile to catalytic turnover, and in doing so, enables direct catalytic redox amidation of electron-rich amines.
متن کاملDirect amidation of non-activated phenylacetic acid and benzylamine derivatives catalysed by NiCl2
This paper describes an eco-friendly and efficient direct amidation of benzylamine and phenylacetic acid derivatives in the presence of 10 mol% NiCl2 as catalyst without any drying agent. For the different phenylacetic acid and benzylamine derivatives, the direct catalysed amidation gave moderate-to-excellent yields in toluene. The steric and electronic effects of substituent groups on the phen...
متن کاملMolecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles
A copper-catalyzed oxidative direct formation of amides from nonactivated carboxylic acids and azoles with dioxygen as an activating reagent is reported. The azole amides were produced in good to excellent yields with a broad substrate scope. The mechanistic studies reveal that oxygen plays an essential role in the success of the amidation reactions with copper peroxycarboxylate as the key inte...
متن کاملPractical copper(I)-catalysed amidation of aldehydes.
The direct synthesis of amides by insertion into the C-H bond of aldehydes is shown to be a practical procedure through application of cheap, readily available catalysts generated in situ from copper(i) halides and pyridine.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره شماره
صفحات -
تاریخ انتشار 2018