Recent advances in the catalytic functionalization of “electrophilic” indoles

A Cerveri, M Bandini - Chinese Journal of Chemistry, 2020 - Wiley Online Library
When “dark” is bright: the scarcely explored electrophilic profile of the indolyl core (dark‐
side) continues to inspire developments in organic synthesis by means of new catalytic …

Electrochemical dearomatization: evolution from chemicals to traceless electrons

S Lv, G Zhang, J Chen, W Gao - Advanced Synthesis & …, 2020 - Wiley Online Library
Dearomatization reactions represent a versatile approach for the preparation of three‐
dimensionally (3D) privileged cyclic moieties from simple planar aromatic compounds …

Electrochemical dearomative 2, 3-difunctionalization of indoles

J Wu, Y Dou, R Guillot, C Kouklovsky… - Journal of the American …, 2019 - ACS Publications
We report the use of electrochemistry to perform a direct oxidative dearomatization of
indoles leading to 2, 3-dialkoxy or 2, 3-diazido indolines under undivided conditions at a …

Visible-light-induced intramolecular charge transfer in the radical spirocyclisation of indole-tethered ynones

HE Ho, A Pagano, JA Rossi-Ashton, JR Donald… - Chemical …, 2020 - pubs.rsc.org
Indole-tethered ynones form an intramolecular electron donor–acceptor complex that can
undergo visible-light-induced charge transfer to promote thiyl radical generation from thiols …

Electrochemical 1, 2‐Diarylation of Alkenes Enabled by Direct Dual C–H Functionalizations of Electron‐Rich Aromatic Hydrocarbons

JH Qin, MJ Luo, DL An, JH Li - Angewandte Chemie, 2021 - Wiley Online Library
Abstract A cobalt‐promoted electrochemical 1, 2‐diarylation of alkenes with electron‐rich
aromatic hydrocarbons via direct dual C− H functionalizations is described, which employs a …

Dearomatization reactions of indoles to access 3D indoline structures

H Abou-Hamdan, C Kouklovsky, G Vincent - Synlett, 2020 - thieme-connect.com
This Account summarizes our involvement in the development of dearomatization reactions
of indoles that has for origin a total synthesis problematic. We present the effort from our …

Electrochemical synthesis of 3a-bromofuranoindolines and 3a-bromopyrroloindolines mediated by MgBr 2

J Wu, H Abou-Hamdan, R Guillot… - Chemical …, 2020 - pubs.rsc.org
We report an efficient and environmentally friendly electrochemical approach to perform the
bromo cyclization of tryptophol, tryptamine and tryptophan derivatives. The 3a …

Direct Synthesis of Dihydropyrrolo[2,1‐a]Isoquinolines through FeCl3 Promoted Oxidative Aromatization

HL Cui, L Jiang, H Tan, S Liu - Advanced Synthesis & Catalysis, 2019 - Wiley Online Library
We have developed a straightforward FeCl3 promoted synthesis of dihydropyrrolo [2, 1‐a]
isoquinolines through formal (3+ 2) cycloaddition/oxidative aromatization cascade of …

Synthesis of 3, 3-Spirocyclic 2-Phosphonoindolines via a Dearomative Addition of Phosphonyl Radicals to Indoles

D Ryzhakov, M Jarret, JP Baltaze, R Guillot… - Organic …, 2019 - ACS Publications
The diastereoselective synthesis of α-amino phosphonate derivatives embedded in
spirocyclic indolines is reported. The present method proceeds via the dearomative addition …

Electrochemical dearomative dihydroxylation and hydroxycyclization of indoles

J Wu, R Guillot, C Kouklovsky… - Advanced Synthesis & …, 2020 - Wiley Online Library
We describe a simple and sustainable MgBr2‐mediated electrochemical dearomative
dihydroxylation and hydroxycyclization reactions of indoles with water. MgBr2 is used in …