Base-Catalyzed Alcoholysis of <i>N</i> -Acylpyrrole-Type Amides Under Mild Conditions

The cleavage of amide C–N bonds is of considerable interest across synthetic chemistry, biological processes, and the pharmaceutical industry. Conventionally, these transformations have necessitated the use of transition-metal catalysts or harsh reaction conditions, including strong acids, strong bases, and elevated temperatures. Here, a facile and practical method was reported for the alcoholysis of N-acylpyrrole-type amides under mild conditions using a weak base as the catalyst. This strategy offers a broad substrate scope and high functional group compatibility.

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Publication Details

Journal
ACS Omega
Published
2026-05-08
DOI
https://doi.org/10.1021/acsomega.6c02190
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.00

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article

Base-Catalyzed Alcoholysis of N -Acylpyrrole-Type Amides Under Mild Conditions

X H Zhang, Li Li, Ge-Yan Huang, Yu-Ting Ma et al.
ACS Omega
Synthesis and Characterization of Pyrroles
article

Base-Catalyzed Alcoholysis of N -Acylpyrrole-Type Amides Under Mild Conditions

X H Zhang, Li Li, Ge-Yan Huang, Yu-Ting Ma, Peng-Fei Yang, Man-Li Feng
article en

Abstract

The cleavage of amide C–N bonds is of considerable interest across synthetic chemistry, biological processes, and the pharmaceutical industry. Conventionally, these transformations have necessitated the use of transition-metal catalysts or harsh reaction conditions, including strong acids, strong bases, and elevated temperatures. Here, a facile and practical method was reported for the alcoholysis of N-acylpyrrole-type amides under mild conditions using a weak base as the catalyst. This strategy offers a broad substrate scope and high functional group compatibility.

ACS Omega
Bengbu Medical College (CN), Bengbu University
Natural Science Foundation of Anhui Province, Excellent Young Talents Fund Program of Higher Education Institutions of Anhui Province, National College Students Innovation and Entrepreneurship Training Program
Openalex Percentile: Top 10%
Synthesis and Characterization of Pyrroles
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