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Relevant academic research and scientific papers

Metal-Free Halogenation of N-Substituted Enaminoesters and Enaminones: A Facile Access to Functionalized α,α-Dihaloimines

An efficient and general method for the synthesis of functionalized α,α-dihaloimines via halogenation of N-substituted enaminoesters and enaminones is described. This reaction, in which both α,α-dihaloimines and mixed α,α-dihaloimines could be achieved in

Additive-Free Copper(I)-Mediated Synthesis of 5- or 6-Brominated 2-Aryl-1 H-Indole-3-Carboxylates from α,α-Dibromo β-Iminoesters

Additive-free copper(I)-bromide-mediated radical cyclization reactions of α,α-dibromo β-iminoesters were investigated, enabling the synthesis of a series of 5- or 6-brominated 2-aryl-1H-indole-3-carboxylates in moderate to good yields. The mechanistic study showed that (i) the bromine atom originated from the substrates and (ii) the bromination might be related to a 3-bromo-3H indole intermediate via an electrophilic bromine atom transfer. Furthermore, the practicality of this method was demonstrated by gram-scale synthesis and the potential for product derivatization toward other valuable multisubstituted indoles.

Base-promoted, CBr4-mediated tandem bromination/intramolecular Friedel-Crafts alkylation ofN-aryl enamines: a facile access to 1H- And 3H-indoles

Described here is a general and highly efficient method for the synthesis of 1H- and 3H-indoles. In the presence of CBr4and a suitable base, the cyclization ofN-aryl enamines proceeds with high efficiency. Unlike previous intramolecular cross d

Copper-Mediated One-Pot Synthesis of Indoles through Sequential Hydroamination and Cross-Dehydrogenative Coupling Reaction

Starting from simple anilines and ester arylpropiolates, an efficient one-pot synthesis of 2-arylindole-3-carboxylate derivatives has been developed through copper-mediated sequential hydroamination and cross-dehydrogenative coupling (CDC) reaction. The i

Copper-Catalyzed Synthesis of Multisubstituted Indoles through Tandem Ullmann-Type C-N Formation and Cross-dehydrogenative Coupling Reactions

Multisubstituted indoles were synthesized via a one-pot tandem copper-catalyzed Ullmann-type C-N bond formation/intramolecular cross-dehydrogenative coupling process at 130 °C in DMSO. The methodology allows practical and modular assembly of indoles in go

Visible Light Promoted Synthesis of Indoles by Single Photosensitizer under Aerobic Conditions

The construction of substituted indole skeletons is always an important concern of synthetic chemists because of its prevalent structure found in natural products and biological molecules. Here, we succeeded in preparing indoles and their derivatives from

Electrocatalytic intramolecular oxidative annulation of: N -aryl enamines into substituted indoles mediated by iodides

An electrocatalytic reaction protocol is developed for achieving intramolecular dehydrogenative annulation of N-aryl enamines. It offers a simple and efficient way for the synthesis of indoles in an undivided cell. Good to excellent yields are obtained un

Synthesis of 2,3-Disubstituted NH Indoles via Rhodium(III)-Catalyzed C-H Activation of Arylnitrones and Coupling with Diazo Compounds

A rhodium-catalyzed intermolecular coupling between arylnitrones and diazo compounds by C-H activation/[4 + 1] annulation with a C(N2)-C(acyl) bond cleavage is reported, and 2,3-disubstituted NH indoles are directly synthesized in up to a 94% yield. A variety of functional groups are applicable to this reaction to give the corresponding products with high selectivity. Compared to other previously reported Rh(III)-catalyzed synthesis of homologous series, this method is simpler, more general, and more efficient.

An Oxidant-Free Strategy for Indole Synthesis via Intramolecular C-C Bond Construction under Visible Light Irradiation: Cross-Coupling Hydrogen Evolution Reaction

We describe here an oxidant-free strategy to synthesize indoles, i.e., under visible-light irradiation (λ = 450 nm), catalytic amounts of an iridium(III) photosensitizer and cobaloxime catalyst transform various N-aryl enamines exclusively into indoles. O

Iodide-Ion-Catalyzed carbon-carbon bond-forming cross-dehydrogenative coupling for the synthesis of indole derivatives

The nBu4NI-catalyzed intramolecular cross-dehydrogenative coupling (CDC) reaction has been applied to the synthesis of 1H-indole derivatives. Intramolecular oxidative coupling of N-arylenamines proceeded in the presence of a catalytic amount of nBu4NI and tert-butyl hydroperoxide (TBHP) to afford the corresponding 1H-indole derivatives in good-to-excellent yields. A preliminary study of the synthesis of 3H-indole is also reported. This is a rare example of the nBu4NI-catalyzed C-C bond-forming CDC reaction. Copyright