Acrolein

Abstract

This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research spotlight Acrolein

Sodium Hydroxide (NaOH)‐Mediated Oxidative Hydroxylation of Arylboronic Acids and Its Applications in C‐O Bond Formation

“…Vials (15 × 45 mm 1 dram (4 mL)/17 × 60 mm 3 dram (7.5 mL) with PTFE lined cap attached) were purchased from qorpak. Nuclear magnetic resonance spectra (1H NMR and 13 C NMR) were recorded with Bruker AVANCE III-300 (300 MHz, 1 H at 300 MHz, 13 C at 75 MHz) or 400 (400 MHz, 1 H at 400 MHz, 13 C at 101 MHz) or 600 (600 MHz, 1 H at 600 MHz, 13 C at 151 MHz). Unless otherwise noted, all spectra were acquired in CDCl 3 .…”

“…From a practical standpoint, the development of nonmetal‐catalyzed processes in the pharmaceutical industry is highly desirable due to concerns regarding metal contamination and the cumbersome nature of metal removal. Although several nonmetal‐mediated processes have been employed for the hydroxylation of arylboronic acids, many of them rely on stoichiometric strong oxidants such as oxone, [10] ammonium persulfate, [11] sodium chlorite, [12] meta‐chloroperoxybenzoic acid ( m ‐CPBA), [13] hydrogen peroxide (H 2 O 2 ), [14] tert‐butyl hydroperoxide (TBHP), [15] N ‐oxides, [16] and others, [17] as depicted in Scheme 1B. These methods often suffer from poor functional group tolerance, safety concerns, and the generation of stoichiometric amounts of unwanted byproducts.…”

Application of N-heterocyclic carbene–Cu(I) complexes as catalysts in organic synthesis: a review

“…In 2013, Navarro and co-worker [ 78 ] used [(NHC)Cu(I)]X (X = Cl, NHC = IPr, SIPr, IMes, and SIMes) complexes as catalysts for the A 3 reaction. The N-substituent in the NHC fragment had a considerable effect on the results with IPr and its saturated equivalent (SIPr) performed the best (82 and 94% conversion, respectively), while IMes and SIMes showed minimal activity (4 and 7% conversion).…”

KA2 Coupling, Catalyzed by Well‐Defined NHC‐Coordinated Copper(I): Straightforward and Efficient Construction of α‐Tertiary Propargylamines**

“…[68] Transformations such as ketone alkynylation, [69] arylation of allylic bromides, [70] semihydrogenation of terminal alkynes, [71] and CÀ H activation reactions [72][73][74] have been significantly improved in terms of catalytic activity, selectivity, as well as air and water tolerance, by the employment of [Cu(X)NHC] complexes. Likewise, the efficiency of Nheterocyclic carbene complexes of Cu(I), [75,76] Ag(I), [77][78][79] and Au(I) [80,81] has been showcased in the A 3 reaction, under both homogeneous and heterogeneous conditions. [82] Nevertheless, the utility of N-heterocyclic carbene metal complexes in the KA 2 reaction has thus far been overlooked.…”