Synthesis 2025; 57(06): 1223-1229
DOI: 10.1055/a-2502-7704
paper

Scandium(III)-Catalyzed N-Alkylation of Carbazoles with Alcohols

Yu-Dan Niu
a   Key Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. China
,
Pei Lv
b   Ningbo Institute of Measurement and Testing (Ningbo Inspection and Testing Center for New Materials), Ningbo 315048, P. R. China
,
Hao-Lan Hu
a   Key Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. China
,
Jianghuan Shi
b   Ningbo Institute of Measurement and Testing (Ningbo Inspection and Testing Center for New Materials), Ningbo 315048, P. R. China
,
Peng Chen
a   Key Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. China
,
Yi-Jun Jiang
a   Key Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. China
› Author Affiliations
This research was supported by Zhejiang Provincial Natural Science Foundation of China (Grant No. LY23B040001) and Programs Supported by Ningbo Natural Science Foundation (Grant No. 202003N4009).


Abstract

A general and efficient protocol has been developed for the N-alkylation of carbazoles with benzylic alcohols via scandium-catalyzed reaction. This transformation proceeds smoothly under an air atmosphere and features simple reaction conditions and wide substrate scope, which deliver a variety of N-alkylated carbazoles with up to 99% yields and broad functional group compatibilities.

Supporting Information



Publication History

Received: 09 October 2024

Accepted after revision: 15 December 2024

Accepted Manuscript online:
15 December 2024

Article published online:
22 January 2025

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