Author
Răzvan C. Cioc
Bio: Răzvan C. Cioc is an academic researcher from VU University Amsterdam. The author has contributed to research in topics: Isocyanide & Enantioselective synthesis. The author has an hindex of 10, co-authored 16 publications receiving 984 citations.
Papers
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TL;DR: In this article, the utility of multicomponent reactions as methods for green synthesis is highlighted and the practical value of these type of reactions for meeting many of the criteria set by the green chemistry philosophy.
873 citations
TL;DR: The utility of this highly sustainable method is demonstrated by a formal synthesis of the antihistamines astemizole and norastemizole, and a diverse array of medicinally relevant N heterocycles.
Abstract: O(2) in, H(2)O out: Various diamines and related bisnucleophiles readily undergo oxidative isocyanide insertion with Pd(OAc)(2) (1 mol %) as the catalyst and O(2) as the terminal oxidant to give a diverse array of medicinally relevant N heterocycles. The utility of this highly sustainable method is demonstrated by a formal synthesis of the antihistamines astemizole and norastemizole.
151 citations
TL;DR: A highly diastereoselective interrupted Ugi reaction is reported to construct a broad range of structurally congested and stereochemically complex spiroindolines from tryptamine-derived isocyanides to give polycyclic products in moderate to excellent yields.
49 citations
TL;DR: The asymmetric bioreduction of α,β-unsaturated γ-keto esters using ene-reductases from the Old Yellow Enzyme family proceeds with excellent stereoselectivity and high conversion levels, covering a broad range of acyclic and cyclic derivatives.
37 citations
TL;DR: This reagent can be employed as a cyanide source in the Strecker reaction and as convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by a Groebke-Blackburn-Bienaymé 3CR condensation/deprotection protocol.
Abstract: Herein, we describe the versatile application of triphenylmethyl (trityl) isocyanide in multicomponent chemistry. This reagent can be employed as a cyanide source in the Strecker reaction and as convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by a Groebke-Blackburn-Bienayme 3CR condensation/deprotection protocol. The mechanisms of these three classical MCRs intersect at the common N-trityl nitrilium ion intermediate, whose predictable reactivity can be exploited towards chemoselective transformations.
30 citations
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TL;DR: There is, I think, something ethereal about i —the square root of minus one, which seems an odd beast at that time—an intruder hovering on the edge of reality.
Abstract: There is, I think, something ethereal about i —the square root of minus one. I remember first hearing about it at school. It seemed an odd beast at that time—an intruder hovering on the edge of reality.
Usually familiarity dulls this sense of the bizarre, but in the case of i it was the reverse: over the years the sense of its surreal nature intensified. It seemed that it was impossible to write mathematics that described the real world in …
33,785 citations
TL;DR: In this review, recent progress in isocyanide insertion chemistry is presented and two catalytic systems have been developed, that is, Lewis (Brønsted) acid-catalyzed isOCyanide insertions and transition-metal-enabled isocianide insertion, respectively.
Abstract: As valuable C1 building blocks, isocyanides represent an important class of reactive species and synthons. During the past decades, exhaustive efforts have been devoted to the discovery of highly efficient reactions involving isocyanide on the basis of the development of the Passerini and Ugi reactions. Several types of reactions involving isocyanides have been reported, such as nucleophilic attack, electrophilic addition, imidoylation reactions, and oxidation etc. In this review, recent progress in isocyanide insertion chemistry is presented. Among all isocyanide insertions, two catalytic systems have been developed, that is, Lewis (Bronsted) acid-catalyzed isocyanide insertions and transition-metal-enabled isocyanide insertions, respectively. This review is hence written in the sequence of Lewis (Bronsted) acid-catalyzed isocyanide insertion and transitional metal-enabled isocyanide insertion, where isocyanide insertion into heteroatom–hydrogen bonds, carbon–halogen bonds, carbon–hydrogen bonds, and metal carbenes are summarized.
468 citations
401 citations
TL;DR: In this article, a review on ionic liquids as green corrosion inhibitors for different metals and alloys such as mild steel, aluminum, copper, zinc, and magnesium in several electrolytic media is presented.
389 citations
TL;DR: In this article, the effects of electron donating (−CH3 and −OH) and electron withdrawing (−NO2) substituents on the corrosion inhibition efficiency of four glucosamine-based, substituted, pyrimidine-fused heterocycles (CARBs) on mild steel corrosion in 1 M HCl have been investigated using gravimetric, electrochemical, surface morphology (SEM, AFM, and EDX), and computational techniques.
Abstract: Effects of electron donating (−CH3 and −OH) and electron withdrawing (−NO2) substituents on the corrosion inhibition efficiency of four glucosamine-based, substituted, pyrimidine-fused heterocycles (CARBs) on mild steel corrosion in 1 M HCl have been investigated using gravimetric, electrochemical, surface morphology (SEM, AFM, and EDX), and computational techniques. Gravimetric studies showed that protection performances of the compounds increase with increase in concentration. Both electron withdrawing (−NO2) and electron donating (−CH3 and −OH) groups were found to enhance the inhibition efficiency, but the effect is more pronounced with electron-donating substituents. The compounds were found to be cathodic-type inhibitors as inferred from the results of potentiodynamic polarization studies. EIS studies suggested that the studied compounds inhibit metallic corrosion by adsorbing on metallic surface. The adsorption of the inhibitor molecules on steel surface was further supported by SEM, AFM, and EDX a...
385 citations