Sustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles

H Huang, M Yu, X Su, P Guo, J Zhao… - The Journal of Organic …, 2018 - ACS Publications
We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-
(but-2-enoyl) indoles with broad substrate scopes in up to 90% isolated yield. This method …

Direct access to 2-difluoromethyl indoles via photoredox catalysis

MA Rubinski, SE Lopez, WR Dolbier Jr - Journal of Fluorine Chemistry, 2019 - Elsevier
A visible-light mediated approach to radical difluoromethylation of 3-and 3, 5-substituted
indoles was investigated using a readily synthesized difluoromethyl source, CF 2 HPPh 3 Br …

Visible-Light Photocatalytic Tri- and Difluoroalkylation Cyclizations: Access to a Series of Indole[2,1-a]isoquinoline Derivatives in Continuous Flow

X Yuan, X Duan, YS Cui, Q Sun, LZ Qin… - Organic …, 2021 - ACS Publications
A process for achieving photocatalyzed tri-and difluoromethylation/cyclizations for
constructing a series of tri-or difluoromethylated indole [2, 1-a] isoquinoline derivatives is …

Visible‐Light‐Promoted Difluoromethylation/Cyclization of 1‐Acryloyl‐2‐cyanoindole for Construction of Difluoromethylated Pyrrolo[1,2‐a]indolediones

H Qu, J Yuan, Z Feng, N Guo, Y Yin… - Advanced Synthesis …, 2024 - Wiley Online Library
A visible‐light‐promoted cascade difluoromethylation/cyclization reaction to access various
difluoromethylated pyrrolo [1, 2‐a] indolediones was developed using …

Synthesis of 5-Fluoro-dihydroindolizines from Pyrrole-2-acetic Acids and Trifluoromethyl Alkenes via Dual C–F Bond Cleavage in a CF3 Group

Z Sun, L Zhou - The Journal of Organic Chemistry, 2022 - ACS Publications
Herein, we describe the synthesis of 5-fluoro-dihydroindolizines via dual C–F bond
cleavage in a trifluoromethyl group. The photocatalytic defluorinative coupling of pyrrole-2 …

Visible-Light-Induced Cascade Cyclization of 1-Acryloyl-2-cyanoindole: Access of Difluoroalkylated Pyrrolo[1,2-a]indolediones

J Yuan, L Shen, N Guo, Y Yin, P Yang… - The Journal of …, 2023 - ACS Publications
An effective method for accessing diverse difluoroalkylated pyrrolo [1, 2-a] indolediones via
visible-light-induced PhI (OAc) 2-promoted cascade difluoroalkylation/cyclization reaction …

Ir-photocatalyzed radical cascade cyclization for the synthesis of indoline derivatives with a C3 quaternary center via gem‑difluoroalkylation/C (sp2)− H …

G Li, L Jiang, W Chen, H Zheng, W Du, X Xu… - Molecular Catalysis, 2023 - Elsevier
We report an efficient method for the synthesis of indoline derivatives via Ir-photocatalytic
radical cascade cyclization, incorporating gem‑difluoroalkylation and C (sp 2)− H …

Radical perfluoroalkylation–easy access to 2-perfluoroalkylindol-3-imines via electron catalysis

D Leifert, DG Artiukhin, J Neugebauer… - Chemical …, 2016 - pubs.rsc.org
Arylisonitriles (2 equivalents) react with alkyl and perfluoroalkyl radicals to form 2-alkylated
indole-3-imines via two sequential additions to the isonitrile moiety followed by homolytic …

Synthesis of CF3-Containing Spirocyclic Indolines via a Red-Light-Mediated Trifluoromethylation/Dearomatization Cascade

L Mei, J Moutet, SM Stull… - The Journal of Organic …, 2021 - ACS Publications
A red-light-mediated nPr-DMQA+-catalyzed cascade intramolecular trifluoromethylation and
dearomatization of indole derivatives with Umemoto's reagent has been developed. This …

Synthesis of 2-trifluoromethyl indoles via visible-light induced intramolecular radical cyclization

X Dong, Y Hu, T Xiao, L Zhou - RSC Advances, 2015 - pubs.rsc.org
A visible-light induced intramolecular radical cyclization of N-[2-(alkynyl) phenyl]
trifluoroacetimidoyl chlorides is described. The reaction allows the rapid construction of …