Synthesis of β-Carboline Derivatives via Rh(III)-Catalyzed Csp–Csp <b> <sup>3</sup> </b> Bond Cleavage Using Alkynyl Quinol as C2 Surrogates

A straightforward access to diverse, highly functionalized β-carboline derivatives from 2-indolyl nitrone and alkynyl quinol has been established. This protocol features rhodium(III)-catalyzed Csp–Csp 3 bond cleavage and a Kinugasa-type reaction involving N–O bond cleavage as key steps, enabling the assembly of β-carbolines in moderate to good yields with good anticancer activity.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-07-16
DOI
https://doi.org/10.1021/acs.joc.6c01276
Primary Topic
Synthesis and bioactivity of alkaloids
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of β-Carboline Derivatives via Rh(III)-Catalyzed Csp–Csp 3 Bond Cleavage Using Alkynyl Quinol as C2 Surrogates

Shengnan Xiang, Shenyou Nie, Zhonghong Chen, Lida Wang et al.
The Journal of Organic Chemistry
Synthesis and bioactivity of alkaloids
article

Synthesis of β-Carboline Derivatives via Rh(III)-Catalyzed Csp–Csp 3 Bond Cleavage Using Alkynyl Quinol as C2 Surrogates

Shengnan Xiang, Shenyou Nie, Zhonghong Chen, Lida Wang, Yi He, Jiefu Luo, Chenxiao Jiang
article en

Abstract

A straightforward access to diverse, highly functionalized β-carboline derivatives from 2-indolyl nitrone and alkynyl quinol has been established. This protocol features rhodium(III)-catalyzed Csp–Csp 3 bond cleavage and a Kinugasa-type reaction involving N–O bond cleavage as key steps, enabling the assembly of β-carbolines in moderate to good yields with good anticancer activity.

The Journal of Organic Chemistry
Ministry of Internal Affairs of the Republic of Tajikistan (TJ), Target (United States) (US), Chongqing Medical University (CN)
Ministry of Science and Technology of the People's Republic of China, Chongqing Municipal Education Commission, Venture and Innovation Support Program for Chongqing Overseas Returnees
Openalex Percentile: Top 14%
Synthesis and bioactivity of alkaloids
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