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Title: Cross dehydrogenative coupling of N-aryltetrahydroisoquinolines (sp3 C–H) with indoles (sp2 C–H) using a heterogeneous mesoporous manganese oxide catalyst [Mesoporous manganese oxide catalyzed cross dehydrogenative coupling of N-aryltetrahydroisoquinolines (sp3 C–H) with indoles (sp2 C–H)]

Journal Article · · Green Chemistry
DOI:https://doi.org/10.1039/C7GC01919J· OSTI ID:1456820

Here, we disclose a novel, heterogeneous catalytic approach for selective coupling of C1 of N-aryltetrahydroisoquinolines with C3 of indoles in the presence of mesoporous manganese oxides. Our work involves a detailed mechanistic investigation of the reaction on the catalyst surface, backed by DFT computational studies, to understand the superior catalytic activity of manganese oxides.

Research Organization:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Organization:
USDOE
Grant/Contract Number:
AC05-00OR22725
OSTI ID:
1456820
Journal Information:
Green Chemistry, Vol. 19, Issue 22; ISSN 1463-9262
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 26 works
Citation information provided by
Web of Science

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Cited By (6)

Aerobic Self‐Esterification of Alcohols Assisted by Mesoporous Manganese and Cobalt Oxide journal June 2019
Fluoroalkyl Radical Generation by Homolytic Bond Dissociation in Pentacarbonylmanganese Derivatives journal December 2018
Electrochemical Cross-Dehydrogenative Coupling of N -Aryl-tetrahydroisoquinolines with Phosphites and Indole: Electrochemical Cross-Dehydrogenative Coupling of N -Aryl-tetrahydroisoquinolines with Phosphites and Indole journal March 2019
Palladium-Catalyzed O-Arylation Reaction Using Different Heterogeneous Catalyst Systems: The Role of Support journal September 2018
Direct (het)arylation of tetrahydroisoquinolines via a metal and oxidant free C(sp 3 )–H functionalization enabled three component reaction journal January 2019
Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones journal January 2020