A General Palladium‐Catalyzed Aminocarbonylation of Phenols to Primary Benzamides via In Situ Generation of Aryl Nonaflates

Novel design of recyclable copper(II) complex supported on magnetic nanoparticles as active catalyst for Beckmann rearrangement in poly(ethylene glycol)

“…The organic layer was dried over anhydrous Na 2 SO 4 and purified by crystallization from ethylacetate–hexane (1:2) to afford the products ( 1 – 20 ). All aromatic and heteroaromatic amides were previously reported and characterized using FT‐IR spectroscopy and mass spectrometry (see supporting information) as well as comparison of their melting points with reported ones . The structure of selected products ( 14 , 16 , 19 , 20 ) was further confirmed using 1 H NMR and 13 C NMR spectroscopy (see supporting information).…”

“…The metal‐catalysed rearrangement of aldoximes has emerged in recent years as a promising strategy to achieve amide transformations . In recent decades several catalysts such as CuO–ZnO/C, Au/TiO 2 , [Pd(cinnamyl)Cl] 2 , bis(allyl)–ruthenium(IV), [RuCl 2 (η 6 ‐ p ‐cymene)], [RuCl 2 (η 6 ‐C 6 Me 6 ){P(NMe 2 ) 3 }], CuSO 4 ⋅5H 2 O, {Co III –Zn II } heterometallic complexes, KMnO 4 /NH 3(l) , Al 2 O 3 /MeSO 2 Cl, ZnCl 2 /K 2 CO 3 , RuCl(PPh 3 ) 3 , Cu 2 O, CuCl 2 , Cs 2 CO 3 , ZnO, SBA‐15/En–Cu and Rhodococcus rhodochrous cells have been used for primary amide preparation from aldoximes. Despite the development of these reported procedures for conversion of aldoximes to amides, there are still limitations in some respects, including harsh reaction conditions, specially prolonged reaction times, use of microwave power and high temperature, lack of generality and use of high‐cost or less readily available reagents.…”

Aminocarbonylation of Aryl Halides to Produce Primary Amides by Using NH4HCO3 Dually as Ammonia Surrogate and Base

“…However, the preparation of aromatic primary amides has received relatively less attention . To obtain primary amides, stinky and gaseous NH 3 is required as an ammonia source . In addition, there are difficulties in handling two kinds of toxic gases (CO and NH 3 ) in one reaction vessel.…”

Aminocarbonylation of (Hetero)aryl Bromides with Ammonia and Amines using a Palladium/DalPhos Catalyst System

“…An important feature of this reaction is the dual role of ammonia as both nucleophile and base. This protocol was later extended to phenols through the in situ generation of aryl nonaflates 15. While effective approaches using benzoic acids or acid chlorides,16 as well as ammonia surrogates [NH(TMS) 2 , t‐ BuNH 2 ] have been reported,17 these latter approaches lack the atom economy associated with using ammonia and carbon monoxide directly 18…”