Nucleophilic Dearomatizing (D_NAr) Reactions of Aromatic C,H-Systems. A Mature Paradigm in Organic Synthesis

Abstract

Institute fu ¨r Kohlenforschung (Mu ¨lheim a.d. Ruhr) with R. Benn investigating 187 Os NMR. In November 1989 he became Profesor Titular at the University of Oviedo, where he started his own research. He moved to the University of Almerı ´a (1996), where he is Professor of Organic Chemistry. His current research activities range from the application of phosphorus-stabilized carbanions in organic and organometallic chemistry to mechanistic studies of reactions involving organometallic species through multinuclear magnetic resonance. G. Ruiz Go ´mez was born in Madrid, Spain. She studied chemistry at the University of Almerı ´a and completed her first degree (Licenciatura) in July 2000. She was awarded a Ph.D. in 2006 for work on dearomatizing reactions of phosphinamides and phosphonamides under the direction of Professor Lo ´pez Ortiz. She is currently a postdoctoral fellow in Professor Lo ´pez-Ortiz's group with interest in the synthesis of non-natural peptides and peptide analogues.

Gold(I)‐Catalyzed Dearomative [2+2]‐Cycloaddition of Indoles with Activated Allenes: A Combined Experimental–Computational Study

“…[21] As am atter of fact, several metal-and metal-free stereoselective methodologies have been developed with the site-selective functionalization of the C(2)-and C(3)-positions of the indole core. [3] Interestingly,d espite the enormousi nterest towards the development of efficient catalytic methodologies to polycyclic fused indolines, enantioselective protocols to access C(2)/(3)- Figure 3. The two computed reaction profiles Path(K)and Path(T).…”

“…[2] Partially dearomatized C(2),C(3)-polycyclic fused indoline and indolenine motifs are widely diffused molecular architectures in indole alkaloids, featuring stereochemically defined allcarbon quaternary stereocenters at the C(3)-position. [3] Ac ollection of titled compounds is shown in Figure 1.…”

Anthracene‐Based Cyclophanes with Selective Fluorescent Responses for TTP and GTP: Insights into Recognition and Sensing Mechanisms

“…Consecutively, the free amine might attack the 9‐position of anthracene, leading to dearomatization of the central ring and to the formation of intermediate C . Nucleophilic dearomatization reactions of the anthracene ring are well‐documented; however, they usually require organometallic reagents and/or low temperatures. Intermediate C may possess both cis ‐ and trans ‐orientations of the aldehyde and the bicyclic amine.…”

Asymmetric Arylative Dearomatization of β‐Naphthols Catalyzed by a Chiral Phosphoric Acid

“…Phenols are important aromatic materials in industry and academia, and many textbook transformationshave been used for practical applications. [1] In recent years the catalytica symmetric dearomatization reaction of phenol, naphthol, and derivatives thereof have received considerable attention [2] because such transformations represent an ideal methodf or the rapid construction of highly functionalized cyclohexadienonesf rom readily available aromatic compounds,w hich are potential buildingb locks for the synthesis of more complex compounds. [3] In general, there are oxidative and non-oxidative strategies for the catalytica symmetric dearomatization reactions.…”