Nucleopalladation strategy towards regioselective <i>N</i> -alkylation of indoles with unactivated olefins

A regioselective intermolecular nucleopalladation of indolines with unactivated olefins followed by oxidation is developed to access valuable <i>N</i>-alkyl indoles in high yields. This one-pot protocol features operational simplicity, scalability, and offers a strategic means to circumvent the intrinsic carbon-centered reactivity of indoles. Additionally, downstream product diversification was demonstrated through the functionalization of C(sp<sup>2</sup>)-H and C(sp<sup>3</sup>)-H bonds.

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Publication Details

Journal
Chemical Communications
Published
2025-12-03
DOI
https://doi.org/10.1039/d5cc06505d
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Nucleopalladation strategy towards regioselective N -alkylation of indoles with unactivated olefins

Shib Nath Saha, Neelima Gupta, Mahiuddin Baidya, Niloy Ballav
Chemical Communications
Catalytic C–H Functionalization Methods
article

Nucleopalladation strategy towards regioselective N -alkylation of indoles with unactivated olefins

Shib Nath Saha, Neelima Gupta, Mahiuddin Baidya, Niloy Ballav
article en

Abstract

A regioselective intermolecular nucleopalladation of indolines with unactivated olefins followed by oxidation is developed to access valuable <i>N</i>-alkyl indoles in high yields. This one-pot protocol features operational simplicity, scalability, and offers a strategic means to circumvent the intrinsic carbon-centered reactivity of indoles. Additionally, downstream product diversification was demonstrated through the functionalization of C(sp<sup>2</sup>)-H and C(sp<sup>3</sup>)-H bonds.

Chemical CommunicationsVol. 62(2)
Indian Institute of Technology Madras (IN)
Openalex Percentile: Top 71%
Catalytic C–H Functionalization Methods
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