Copper-Mediated <i>ortho</i>-Selective C(sp<sup>2</sup>)–H Functionalization of Carboxylic Acid Derivatives with N(sp<sup>2</sup>)–H Sulfonimidamides: A Mild and General Strategy for C–N Bond Formation

Herein, we report the copper (Cu)-mediated <i>ortho<i>-</i></i>selective C-H bond functionalization of easily accessible N(sp<sup>2</sup>)-aryl derivatives of hexavalent, diazaanalogs of sulfones such as sulfonimidamides (SIAs) with carboxylic acid derivatives decorated with oxazolidine. The <i>ortho</i>-C-H bonds of aryl amides underwent a smooth reaction with the N(sp<sup>2</sup>)-H bonds of a variety of sulfonimidamides (SIAs). The reaction offers a broad array of C-N(sp<sup>2</sup>) bond derivatives with good functional group tolerance in good yields under mild reaction conditions in an <i>ortho<i>-</i></i>selective manner.

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Journal
Organic Letters
Published
2025-08-26
DOI
https://doi.org/10.1021/acs.orglett.5c02464
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Copper-Mediated ortho-Selective C(sp2)–H Functionalization of Carboxylic Acid Derivatives with N(sp2)–H Sulfonimidamides: A Mild and General Strategy for C–N Bond Formation

Jagadeesh Babu Nanubolu, Srinivas Ambala, Bathini Nagendra Babu, Raga Chaitanya Kalakonda
1 links
Organic Letters
Catalytic C–H Functionalization Methods
article

Copper-Mediated ortho-Selective C(sp2)–H Functionalization of Carboxylic Acid Derivatives with N(sp2)–H Sulfonimidamides: A Mild and General Strategy for C–N Bond Formation

Jagadeesh Babu Nanubolu, Srinivas Ambala, Bathini Nagendra Babu, Raga Chaitanya Kalakonda
article en

Abstract

Herein, we report the copper (Cu)-mediated <i>ortho<i>-</i></i>selective C-H bond functionalization of easily accessible N(sp<sup>2</sup>)-aryl derivatives of hexavalent, diazaanalogs of sulfones such as sulfonimidamides (SIAs) with carboxylic acid derivatives decorated with oxazolidine. The <i>ortho</i>-C-H bonds of aryl amides underwent a smooth reaction with the N(sp<sup>2</sup>)-H bonds of a variety of sulfonimidamides (SIAs). The reaction offers a broad array of C-N(sp<sup>2</sup>) bond derivatives with good functional group tolerance in good yields under mild reaction conditions in an <i>ortho<i>-</i></i>selective manner.

Organic LettersVol. 27(35)
North China Institute of Science and Technology (CN), North East Institute of Science and Technology (IN), Analytical Services (US), Structural Analytics (United States) (US), Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Department of Science and Technology, Ministry of Science and Technology, India, Council of Scientific and Industrial Research, India
Openalex Percentile: Top 83%
Catalytic C–H Functionalization Methods
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