Ru(II)-Catalyzed C7 Trifluoromethylthiolation and Thioarylation of Indolines Using Bench-Stable Reagents

A Ru(II)-catalyzed C(sp<sup>2</sup>)-H trifluoromethylthiolation and thioarylation of indolines using bench-stable reagents have been explored. Diversely substituted indolines were functionalized at C7 position in good to excellent yields. Radical quenching, deuterium labeling, KIE, and reaction order determination experiments were performed to support the proposed reaction pathway. Gram-scale synthesis and post-transformation of the synthesized products have also been carried out to demonstrate the applicability of the developed catalytic protocol.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-16
DOI
https://doi.org/10.1021/acs.joc.4c02058
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.21

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article

Ru(II)-Catalyzed C7 Trifluoromethylthiolation and Thioarylation of Indolines Using Bench-Stable Reagents

Sachin, Upendra Sharma, Sumit Sharma, Devesh Chandra
1 citations
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
0.21
article

Ru(II)-Catalyzed C7 Trifluoromethylthiolation and Thioarylation of Indolines Using Bench-Stable Reagents

Sachin, Upendra Sharma, Sumit Sharma, Devesh Chandra
article en
1 citations

Abstract

A Ru(II)-catalyzed C(sp<sup>2</sup>)-H trifluoromethylthiolation and thioarylation of indolines using bench-stable reagents have been explored. Diversely substituted indolines were functionalized at C7 position in good to excellent yields. Radical quenching, deuterium labeling, KIE, and reaction order determination experiments were performed to support the proposed reaction pathway. Gram-scale synthesis and post-transformation of the synthesized products have also been carried out to demonstrate the applicability of the developed catalytic protocol.

The Journal of Organic ChemistryVol. 89(21)
Institute of Himalayan Bioresource Technology (IN), Council of Scientific and Industrial Research (IN), Academy of Scientific and Innovative Research (IN)
Department of Science and Technology, Ministry of Science and Technology, India
Openalex Percentile: Top 50%
Fluorine in Organic Chemistry
0.21
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Ru(II)-Catalyzed C7 Trifluoromethylthiolation and Thioarylation of Indolines Using Bench-Stable Reagents — Sachin, Upendra Sharma, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS