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Literature DB >> 21671638

Pd-catalyzed intramolecular oxidative C-H amination: synthesis of carbazoles.

So Won Youn¹, Joon Hyung Bihn, Byung Seok Kim.

Abstract

A Pd-catalyzed oxidative C-H amination of N-Ts-2-arylanilines under ambient temperature using Oxone as an inexpensive, safe, and easy-to-handle oxidant has been developed. This process represents a green and practical method for the facile construction of carbazoles with a broad substrate scope and wide functional group tolerance.

Entities: Chemical

Mesh：

Substances：
Carbazoles
Palladium

Year: 2011 PMID： 21671638 DOI： 10.1021/ol201416u

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

9 in total

1. Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors: Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal: Synthesis (Stuttg) Date: 2012-05-25 Impact factor: 3.157

2. Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

Authors: Kyle Clagg; Haiyun Hou; Adam B Weinstein; David Russell; Shannon S Stahl; Stefan G Koenig
Journal: Org Lett Date: 2016-07-12 Impact factor: 6.005

3. Heterocycle synthesis via direct C-H/N-H coupling.

Authors: Enrico T Nadres; Olafs Daugulis
Journal: J Am Chem Soc Date: 2011-12-29 Impact factor: 15.419

4. Pd-catalyzed versus uncatalyzed, PhI(OAc)₂-mediated cyclization reactions of N⁶-([1,1'-biaryl]-2-yl)adenine nucleosides.

Authors: Sakilam Satishkumar; Suresh Poudapally; Prasanna K Vuram; Venkateshwarlu Gurram; Narender Pottabathini; Dellamol Sebastian; Lijia Yang; Padmanava Pradhan; Mahesh K Lakshman
Journal: ChemCatChem Date: 2017-10-24 Impact factor: 5.686

9. Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolines via a mixed C-N/C-O-forming cascade.

Authors: Quintin Elliott; Gabriel Dos Passos Gomes; Christopher J Evoniuk; Igor V Alabugin
Journal: Chem Sci Date: 2020-02-21 Impact factor: 9.825

9 in total

Pd-catalyzed intramolecular oxidative C-H amination: synthesis of carbazoles.

1. Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

2. Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

3. Heterocycle synthesis via direct C-H/N-H coupling.

4. Pd-catalyzed versus uncatalyzed, PhI(OAc)₂-mediated cyclization reactions of N⁶-([1,1'-biaryl]-2-yl)adenine nucleosides.

5. Palladium Catalyzed Aryl C-H Amination with O₂ via In Situ Formation of Peroxide-Based Oxidant(s) from Dioxane.

Review 6. Organocatalyzed Atom Transfer Radical Polymerization: Perspectives on Catalyst Design and Performance.

7. Synthesis of indoles, indolines, and carbazoles via palladium-catalyzed C─H activation.

Review 8. Electrochemistry and Photoredox Catalysis: A Comparative Evaluation in Organic Synthesis.

9. Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolines via a mixed C-N/C-O-forming cascade.