Copper‐catalyzed radical‐induced annulation‐halo(bi)cyanomethylation of indole‐tethered 1,6‐enynes toward pyrrolo[1,2‐a]indoles

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(17), P. 3578 - 3584

Published: June 18, 2024

Abstract A copper‐catalyzed radical‐induced annulation‐halocyanomethylation of indole‐linked 1,6‐enynes has been established using haloacetonitrile as radical precursors, enabling the synthesis 21 cyanomethylated pyrrolo[1,2‐ a ]indoles with yields ranging from 42% to 81% and Z / E ratio up 19:1. Moreover, by adjusting reaction temperature, variation annulation‐bromobicyanomethylation process was achieved, resulting in production 12 bicyanomethylated ]indole isomers 41–68%. The stereoisomeric mixture products could be purified their pure configurations through recrystallization. proposed mechanism formulated series control experiments.

Language: Английский

In Situ Cu Nanoparticle Deposition on a Graphite Felt Cathode Enabling Diverse Electrochemical Oxidative Functionalization Cyclization of Alkynes

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 16, 2024

Language: Английский

Photoinduced radical-polar-crossover cyanomethylation-cyclization cascade of unactivated N-alkene-linked indoles with bromoacetonitrile towards cyanomethylated pyrrolo[1,2-a]indoles

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 565, P. 114405 - 114405

Published: July 25, 2024

Language: Английский