In(OTf)3-catalyzed one-pot synthesis of α-amido arylketazines

• One-pot In(OTf) 3 -catalyzed synthesis of diversified α-amido arylketazines. • Hydrazine-mediated double condensation of α-ketoamides. • Key products could be confirmed by X-ray crystallography. • One-pot process for the formations of two carbon-nitrogen double (C N) bonds. The one-pot synthesis of diversified α-amido arylketazines was developed under the oxygen atmosphere conditions. In(OTf) 3 -catalyzed benzylic oxidation of various α-arylacetamides followed by hydrazine (N 2 H 4 ·2HCl)-mediated double condensation of the resulting α-ketoamides through the formation of two carbon-nitrogen double (C N) bonds. A plausible mechanism is proposed and well-discussed. The one-pot synthesis of diversified α-amido ketazines is developed by one-pot In(OTf) 3 -catalyzed benzylic oxidation of various arylacetamides followed by hydrazine-mediated double condensation of the resulting α-ketoamides.

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Publication Details

Journal
Journal of Molecular Structure
Published
2024-10-03
DOI
https://doi.org/10.1016/j.molstruc.2024.140277
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

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article

In(OTf)3-catalyzed one-pot synthesis of α-amido arylketazines

Yan‐Ling Lee, Meng‐Yang Chang
2 citations
Journal of Molecular Structure
Catalytic C–H Functionalization Methods
0.50
article

In(OTf)3-catalyzed one-pot synthesis of α-amido arylketazines

Yan‐Ling Lee, Meng‐Yang Chang
article en
2 citations

Abstract

• One-pot In(OTf) 3 -catalyzed synthesis of diversified α-amido arylketazines. • Hydrazine-mediated double condensation of α-ketoamides. • Key products could be confirmed by X-ray crystallography. • One-pot process for the formations of two carbon-nitrogen double (C N) bonds. The one-pot synthesis of diversified α-amido arylketazines was developed under the oxygen atmosphere conditions. In(OTf) 3 -catalyzed benzylic oxidation of various α-arylacetamides followed by hydrazine (N 2 H 4 ·2HCl)-mediated double condensation of the resulting α-ketoamides through the formation of two carbon-nitrogen double (C N) bonds. A plausible mechanism is proposed and well-discussed. The one-pot synthesis of diversified α-amido ketazines is developed by one-pot In(OTf) 3 -catalyzed benzylic oxidation of various arylacetamides followed by hydrazine-mediated double condensation of the resulting α-ketoamides.

Journal of Molecular StructureVol. 1321
Kaohsiung Medical University (TW), National Pingtung University of Science and Technology (TW), Kaohsiung Medical University Chung-Ho Memorial Hospital (TW)
Ministry of Science and Technology, Taiwan
Openalex Percentile: Top 39%
Catalytic C–H Functionalization Methods
0.50
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In(OTf)3-catalyzed one-pot synthesis of α-amido arylketazines — Yan‐Ling Lee, Meng‐Yang Chang · Journal of Molecular Structure (2024) | TGRS Research Map | TGRS