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Literature DB >> 25629877

Copper-catalyzed oxidative amination of sp(3) C-H bonds under air: synthesis of 1,3-diarylated imidazo[1,5-a]pyridines.

Huiqiao Wang¹, Wentao Xu, Zhiqiang Wang, Lintao Yu, Kun Xu.

Abstract

A copper(II)-catalyzed tandem reaction between pyridine ketone and benzylamine was developed by using clean O2 as an oxidant. This transformation proceeded via an efficient condensation-amination-oxidative dehydrogenation process, affording 1,3-diarylated imidazo[1,5-a]pyridines in excellent yields.

Entities: Chemical

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Year: 2015 PMID： 25629877 DOI： 10.1021/jo5027723

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

6 in total

Review 1. Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

Authors: Gagandeep Kour Reen; Ashok Kumar; Pratibha Sharma
Journal: Beilstein J Org Chem Date: 2019-07-19 Impact factor: 2.883

2. Design and Exploration of Catalytic Activity of Two-Dimensional Surface-Engineered Graphene Oxide Nanosheets in the Transannulation of N-Heterocyclic Aldehydes or Ketones with Alkylamines.

Authors: Rakesh K Sharma; Aditi Sharma; Shivani Sharma; Sriparna Dutta; Sneha Yadav; Bhavya Arora
Journal: ACS Omega Date: 2019-02-12

3. Electrochemical [4 + 1] Tandem sp³(C-H) Double Amination for the Direct Synthesis of 3-Acyl-Functionalized Imidazo[1,5-a]pyridines.

Authors: Qiang Wang; Xia Yao; Xian-Jing Xu; Shuai Zhang; Lei Ren
Journal: ACS Omega Date: 2022-01-27

Copper-catalyzed oxidative amination of sp(3) C-H bonds under air: synthesis of 1,3-diarylated imidazo[1,5-a]pyridines.

Review 1. Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

2. Design and Exploration of Catalytic Activity of Two-Dimensional Surface-Engineered Graphene Oxide Nanosheets in the Transannulation of N-Heterocyclic Aldehydes or Ketones with Alkylamines.

3. Electrochemical [4 + 1] Tandem sp³(C-H) Double Amination for the Direct Synthesis of 3-Acyl-Functionalized Imidazo[1,5-a]pyridines.

4. The synthesis of imidazo[1,5-a]quinolines via a decarboxylative cyclization under metal-free conditions.

5. Mg₃N₂-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-a]pyridine.

6. Imidazo[1,5-a]pyridine-Based Fluorescent Probes: A Photophysical Investigation in Liposome Models.

Copper-catalyzed oxidative amination of sp(3) C-H bonds under air: synthesis of 1,3-diarylated imidazo[1,5-a]pyridines.

Review 1. Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

2. Design and Exploration of Catalytic Activity of Two-Dimensional Surface-Engineered Graphene Oxide Nanosheets in the Transannulation of N-Heterocyclic Aldehydes or Ketones with Alkylamines.

3. Electrochemical [4 + 1] Tandem sp3(C-H) Double Amination for the Direct Synthesis of 3-Acyl-Functionalized Imidazo[1,5-a]pyridines.

4. The synthesis of imidazo[1,5-a]quinolines via a decarboxylative cyclization under metal-free conditions.

5. Mg3N2-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-a]pyridine.

6. Imidazo[1,5-a]pyridine-Based Fluorescent Probes: A Photophysical Investigation in Liposome Models.

3. Electrochemical [4 + 1] Tandem sp³(C-H) Double Amination for the Direct Synthesis of 3-Acyl-Functionalized Imidazo[1,5-a]pyridines.

5. Mg₃N₂-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-a]pyridine.