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Synthesis 2023; 55(23): 3969-3980
DOI: 10.1055/s-0041-1738453
DOI: 10.1055/s-0041-1738453
paper
Rhodium-Catalyzed Regioselective Synthesis of N-Secondary Alkyl Indoles via Intermolecular Cyclization of N-Nitrosoanilines and Unsymmetrical Alkynes
We gratefully acknowledge the National Natural Science Foundation of China (22077141), the Chinese Academy of Medical Sciences (CAMS) Innovation Fund for Medical Sciences (CIFMS) (2021-I2M-1-026 and 2022-I2M-JB-011), Beijing Outstanding Young Scientist Program (BJJWZYJH01201910023028), Guizhou Medical University (FAMP202003K), and Guizhou Science and Technology Platform Talents (QKHRCPT [2019]5106).
Abstract
A Cp*Rh-catalyzed C–H functionalization/cyclization to afford 2,3-substituted N-secondary alkyl indole derivatives is described. This intermolecular cyclization of N-secondary nitrosoanilines and unsymmetrically substituted alkynes has good performances in yields, substrate scope, and regioselectivities.
Key words
regioselective synthesis - N-secondary alkyl indoles - intermolecular cyclization - N-nitrosoanilines - unsymmetrical alkynesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1738453.
- Supporting Information
Publication History
Received: 30 June 2023
Accepted after revision: 16 August 2023
Article published online:
21 September 2023
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For recent reviews on biological indole derivatives, see:
For selected examples on synthesis of indoles by using N–N bond as an internal oxidant, see: