Practical Copper‐Catalyzed Double <scp><i>N</i></scp>‐Arylation of Cyclic Diaryliodoniums: Synthesis of <scp>5<i>H</i></scp>‐Dibenzo[<scp><i>d, f</i></scp>][<scp><i>1,3</i></scp>]Diazepine, and Benzo[<scp><i>c</i></scp>]Cinnoline Derivatives

ABSTRACT An efficient access to novel families of 7‐membered dibenzodiazepines and 6‐membered benzo[ c ]cinnoline derivatives has been elaborated. The synthetic strategy is based on a copper‐catalyzed double N ‐arylation of cyclic diaryliodoniums with imidamides and 4‐substituted 1, 2, 4‐triazoline‐3, 5‐diones (TADs) respectively under ambient reaction conditions. A mechanistic rationale for the double N ‐arylation is discussed.

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Journal
Journal of Heterocyclic Chemistry
Published
2024-09-30
DOI
https://doi.org/10.1002/jhet.4914
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Practical Copper‐Catalyzed Double N‐Arylation of Cyclic Diaryliodoniums: Synthesis of 5H‐Dibenzo[d, f][1,3]Diazepine, and Benzo[c]Cinnoline Derivatives

Yujuan Wu, Lianji Zhang, Yuhui Zhao, Wanguo Wei et al.
1 citations
Journal of Heterocyclic Chemistry
Catalytic C–H Functionalization Methods
0.25
article

Practical Copper‐Catalyzed Double N‐Arylation of Cyclic Diaryliodoniums: Synthesis of 5H‐Dibenzo[d, f][1,3]Diazepine, and Benzo[c]Cinnoline Derivatives

Yujuan Wu, Lianji Zhang, Yuhui Zhao, Wanguo Wei, Zhiqiang Zhang, Cuiping Wang
article en
1 citations

Abstract

ABSTRACT An efficient access to novel families of 7‐membered dibenzodiazepines and 6‐membered benzo[ c ]cinnoline derivatives has been elaborated. The synthetic strategy is based on a copper‐catalyzed double N ‐arylation of cyclic diaryliodoniums with imidamides and 4‐substituted 1, 2, 4‐triazoline‐3, 5‐diones (TADs) respectively under ambient reaction conditions. A mechanistic rationale for the double N ‐arylation is discussed.

Journal of Heterocyclic ChemistryVol. 61(12)
University of Science and Technology Liaoning (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 48%
Catalytic C–H Functionalization Methods
0.25
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Practical Copper‐Catalyzed Double <scp><i>N</i></scp>‐Arylation of Cyclic Diaryliodoniums: Synthesis of <scp>5<i>H</i></scp>‐Dibenzo[<scp><i>d, f</i></scp>][<scp><i>1,3</i></scp>]Diazepine, and Benzo[<scp><i>c</i></scp>]Cinnoline Derivatives — Yujuan Wu, Lianji Zhang, et al. · Journal of Heterocyclic Chemistry (2024) | TGRS Research Map | TGRS