Synthesis of Tetralin and Chromane Motifs via Pd-Catalyzed Dual C(sp <sup>3</sup> )–H/C(sp <sup>2</sup> )–H Bond Activation

A palladium-catalyzed intramolecular selective dual C-H bond activation between aliphatic β-C(sp<sup>3</sup>)-H and aromatic C(sp<sup>2</sup>)-H bonds of substituted sulfonamides is described. This methodology is highly compatible for building up privileged chromane and tetralin scaffolds in good to moderate yields from linear substrates through the intramolecular C-H cross-coupling reaction. Meanwhile, control experiments and metallacycle detection have been carried out to understand a feasible reaction mechanism for the present coupling reaction.

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Publication Details

Journal
Organic Letters
Published
2026-02-12
DOI
https://doi.org/10.1021/acs.orglett.5c05048
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Synthesis of Tetralin and Chromane Motifs via Pd-Catalyzed Dual C(sp 3 )–H/C(sp 2 )–H Bond Activation

Sarjine Shreya Bajirao, Masilamani Jeganmohan
Organic Letters
Catalytic C–H Functionalization Methods
article

Synthesis of Tetralin and Chromane Motifs via Pd-Catalyzed Dual C(sp 3 )–H/C(sp 2 )–H Bond Activation

Sarjine Shreya Bajirao, Masilamani Jeganmohan
article en

Abstract

A palladium-catalyzed intramolecular selective dual C-H bond activation between aliphatic β-C(sp<sup>3</sup>)-H and aromatic C(sp<sup>2</sup>)-H bonds of substituted sulfonamides is described. This methodology is highly compatible for building up privileged chromane and tetralin scaffolds in good to moderate yields from linear substrates through the intramolecular C-H cross-coupling reaction. Meanwhile, control experiments and metallacycle detection have been carried out to understand a feasible reaction mechanism for the present coupling reaction.

Organic LettersVol. 28(8)
Indian Institute of Technology Madras (IN)
Openalex Percentile: Top 56%
Catalytic C–H Functionalization Methods
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