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

被引：0

作者：

Niu, Yu-Dan ^{[1
]}

Lv, Pei ^{[2
]}

Hu, Hao-Lan ^{[1
]}

Shi, Jianghuan ^{[2
]}

Chen, Peng ^{[1
]}

Jiang, Yi-Jun ^{[1
]}

机构：

[1] Ningbo Univ, Sch Mat Sci & Chem Engn, Key Lab Adv Mass Spectrometry & Mol Anal Zhejiang, Inst Mass Spectrometry, Ningbo 315211, Zhejiang, Peoples R China

[2] Ningbo Inst Measurement & Testing, Ningbo Inspect & Testing Ctr New Mat, Ningbo 315048, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2025年 / 57卷 / 06期

关键词：

N-alkylation; carbazoles; benzylic alcohols; scandium-catalysis; heterocycles; DERIVATIVES;

D O I：

10.1055/a-2502-7704

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：1223 / 1229

页数：7

共 50 条

[31] A reusable MOF supported single-site nickel-catalyzed direct N-alkylation of anilines with alcohols
Lu, Yuanyuan
Chai, Huining
Yu, Kun
Huang, Chaonan
Li, Yujie
Wang, Jinyu
Ma, Jiping
Tan, Weiqiang
Zhang, Guangyao
TETRAHEDRON, 2022, 124
[32] Borane-Catalyzed Chemoselectivity-Controllable N-Alkylation and ortho C-Alkylation of Unprotected Arylamines Using Benzylic Alcohols
Meng, Shan-Shui
Tang, Xiaowen
Luo, Xiang
Wu, Ruibo
Zhao, Jun-Ling
Chan, Albert S. C.
ACS CATALYSIS, 2019, 9 (09) : 8397 - 8403
[33] Research on the N-alkylation of morpholine with alcohols catalyzed by CuO-NiO/γ-Al2O3
Chen, Xinzhi
Luo, Hu
Qian, Chao
He, Chaohong
REACTION KINETICS MECHANISMS AND CATALYSIS, 2011, 104 (01) : 163 - 171
[34] N-Alkylation of 2,6-Dichloropurine Hydrochloride with a Variety of Alcohols over Alumina Catalyst
Tumma, Harikrishna
Nagaraju, N.
Reddy, K. Vijayakumar
SYNTHETIC COMMUNICATIONS, 2010, 40 (12) : 1856 - 1866
[35] Reductive N-Alkylation of Nitroarenes: A Green Approach for the N-Alkylation of Natural Products
Wahba, Amir E.
Hamann, Mark T.
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (10) : 4578 - 4585
[36] Direct N-Alkylation of Amines with Alcohols Catalyzed by N-Heterocyclic Carbene Cobalt-Pincer Catalyst under Mild Conditions
Liu, Xin
Ge, Yilei
Yang, Yang
Zhang, Minghe
Yang, Siqi
Lan, Xiaobing
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 13 (03)
[37] Cp*Ir-catalyzed N-alkylation of amines with alcohols. A versatile and atom economical method for the synthesis of amines
Fujita, Ken-ichi
Enoki, Youichiro
Yamaguchi, Ryohei
TETRAHEDRON, 2008, 64 (08) : 1943 - 1954
[38] Low-Temperature N-Alkylation of Amines with Alcohols in Protic Solvents Catalyzed by Iridium Complexes Bearing N-Heterocyclic Carbenes
Furukawa, Shohichi
Morishima, Namino
Fujita, Ken-ichi
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (06)
[39] Green and Scalable Aldehyde-Catalyzed Transition Metal-Free Dehydrative N-Alkylation of Amides and Amines with Alcohols
Xu, Qing
Li, Qiang
Zhu, Xiaogang
Chen, Jianhui
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (01) : 73 - 80
[40] Scandium-catalyzed highly selective N2-alkylation of benzotriazoles with cyclohexanones
Tang, Shengbiao
Yu, Jianliang
Shao, Ying
Sun, Jiangtao
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (02) : 278 - 282

← 1 2 3 4 5 →