Iridium-Catalyzed, Copper-Induced Reductive Cyclization of NO<sub>2</sub>-Pyrrolarenes with CO<sub>2</sub> as a Single-Carbon Source

A new catalytic conversion type of nitro substrate with CO<sub>2</sub> as a single-carbon source is presented, wherein a great collection of azaheterocycles is generated by a newly established iridium-catalyzed, copper-induced reductive system. This catalytic procedure handily employs poly(methylhydrosiloxane) (PMHS) as the reductant to simultaneously realize the dual reduction of the highest oxidation-state nitro and CO<sub>2</sub> units in one operation. Elaborate mechanistic studies illustrate the essential role of the iridium catalyst in reducing the NO<sub>2</sub> moiety as well as the double functions of the copper additive in the subsequent formylation and C-H cyclization steps.

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Publication Details

Journal
Organic Letters
Published
2025-03-25
DOI
https://doi.org/10.1021/acs.orglett.5c00677
Citations
1
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
Field-Weighted Citation Impact
0.70
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article

Iridium-Catalyzed, Copper-Induced Reductive Cyclization of NO2-Pyrrolarenes with CO2 as a Single-Carbon Source

Qiang Yan, Jiang Nan, Lanxin Zhu, Shilei Liu et al.
1 citations
Organic Letters
Carbon dioxide utilization in catalysis
0.70
article

Iridium-Catalyzed, Copper-Induced Reductive Cyclization of NO2-Pyrrolarenes with CO2 as a Single-Carbon Source

Qiang Yan, Jiang Nan, Lanxin Zhu, Shilei Liu, Rui Cao
article en
1 citations

Abstract

A new catalytic conversion type of nitro substrate with CO<sub>2</sub> as a single-carbon source is presented, wherein a great collection of azaheterocycles is generated by a newly established iridium-catalyzed, copper-induced reductive system. This catalytic procedure handily employs poly(methylhydrosiloxane) (PMHS) as the reductant to simultaneously realize the dual reduction of the highest oxidation-state nitro and CO<sub>2</sub> units in one operation. Elaborate mechanistic studies illustrate the essential role of the iridium catalyst in reducing the NO<sub>2</sub> moiety as well as the double functions of the copper additive in the subsequent formylation and C-H cyclization steps.

Organic LettersVol. 27(13)
Shaanxi University of Science and Technology (CN)
Openalex Percentile: Top 38%
Carbon dioxide utilization in catalysis
0.70
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Iridium-Catalyzed, Copper-Induced Reductive Cyclization of NO<sub>2</sub>-Pyrrolarenes with CO<sub>2</sub> as a Single-Carbon Source — Qiang Yan, Jiang Nan, et al. · Organic Letters (2025) | TGRS Research Map | TGRS