Calcium(<scp>ii</scp>)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indole frameworks

A Ca(II)-catalyzed, atom-economic, and regioselective [2+3] annulation reaction has been developed to synthesize 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indoles by using easily accessible tryptamines and enynones. This protocol exhibits broad functional group tolerance; thus, 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indole frameworks with diverse substitution patterns can be synthesized. The synthetic utility of this method is further demonstrated through its effectiveness in gram-scale preparations and versatile synthetic transformations.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02204e
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Calcium(ii)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9H-pyrrolo[1,2-a]indole frameworks

Kyeong Lee, Jong Yeon Hwang, Ashok Kale, Jong-Hyuk Kim et al.
1 links
Chemical Communications
Catalytic C–H Functionalization Methods
article

Calcium(ii)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9H-pyrrolo[1,2-a]indole frameworks

Kyeong Lee, Jong Yeon Hwang, Ashok Kale, Jong-Hyuk Kim, Yongseok Choi, Shubham C Rivonker
article en

Abstract

A Ca(II)-catalyzed, atom-economic, and regioselective [2+3] annulation reaction has been developed to synthesize 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indoles by using easily accessible tryptamines and enynones. This protocol exhibits broad functional group tolerance; thus, 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indole frameworks with diverse substitution patterns can be synthesized. The synthetic utility of this method is further demonstrated through its effectiveness in gram-scale preparations and versatile synthetic transformations.

Chemical CommunicationsVol. 61(62)
Korea University (KR), Dongguk University (KR), Korea Research Institute of Chemical Technology (KR), Korea University of Science and Technology (KR)
Responsible consumption and production, Life in Land
Openalex Percentile: Top 89%
Catalytic C–H Functionalization Methods
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Calcium(<scp>ii</scp>)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9<i>H</i>-pyrrolo[1,2-<i>a</i>]indole frameworks — Kyeong Lee, Jong Yeon Hwang, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS