Different metal salts catalyzed alkylation or cycloaddition of indolylquinones with diethyl malonate via base-mediated

被引：0

作者：

Dong, Yu ^{[1
]}

Wu, Chun-Mei ^{[1
]}

Xie, Li ^{[2
]}

Yu, Jing-Hao ^{[1
]}

Wang, Zhi-Fan ^{[1
]}

Shi, Zhi-Chuan ^{[3
]}

Deng, Guo-Wei ^{[1
]}

He, Bing ^{[1
]}

机构：

[1] Chengdu Normal Univ, Coll Chem & Life Sci, Sichuan Prov Key Lab Struct Optimizat & Applicat, Chengdu 611130, Peoples R China

[2] Chengdu Inst Drug Control, Chengdu 611130, Peoples R China

[3] Southwest Minzu Univ, Chengdu 610041, Peoples R China

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2025年 / 1329卷

关键词：

Base-mediated; Alkylation; Cycloaddition; Indolylquinones; Diethyl malonate; ACUTE MYELOID-LEUKEMIA; C-H ALKYLATION; QUINONES; 1,4-QUINONES; CALOTHRIXINS; MIDOSTAURIN; PARVAQUONE; ACTIVATION; PARASITES; RADICALS;

D O I：

10.1016/j.molstruc.2024.141286

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Different metal salts catalyzed alkylation or cycloaddition of indolylquinones with diethyl malonate via base- mediated have been developed. Due to differences in alkalinity and metal coordination, copper catalysis and zinc catalysis exclusively afforded selective products. This reaction offers an approach to generating the alkylated indolylquinones and polycyclic quinones N-heterocycles in 57- 89 % yields.

引用

页数：11

共 21 条

[1] Construction of Trisubstituted Hydrazones via Base-Mediated Cascade Condensation N-Alkylation
Hao, Wentao
Gao, Shuo
Cui, Hongyi
Ding, Ding
Jiang, Shaohua
Zhang, Chunyan
Ji, Yuqi
Zhang, Guoying
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (04): : 2605 - 2621
[2] Synthesis of Trifluoromethyl-Substituted Cyclopropanes via Inorganic Base-Mediated Cycloaddition Reactions
Zhu, Huijuan
Liu, Shuangshuang
He, Chunnian
Zhang, Jing
Wang, Lei
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (11) : 2054 - 2057
[3] Green alcohol couplings without transition metal catalysts: base-mediated β-alkylation of alcohols in aerobic conditions
Allen, Laura J.
Crabtree, Robert H.
GREEN CHEMISTRY, 2010, 12 (08) : 1362 - 1364
[4] Highly regioselective and diastereoselective synthesis of novel pyrazinoindolones via a base-mediated Ugi-N-alkylation sequence
Tajik, Maryam
Shiri, Morteza
Hussain, Faiq H. S.
Nosood, Yazdanbakhsh Lotfi
Baeiszadeh, Behnaz
Amini, Zahra
Bikas, Rahman
Pyra, Anna
RSC ADVANCES, 2023, 13 (25) : 16963 - 16969
[5] Base-mediated reaction of quaternary ammonium salts with nitroarenes their useful functionalization via vicarious nucleophilic substitution (VNS)
Jonczyk, A
Kowalkowska, A
SYNTHESIS-STUTTGART, 2002, (05): : 674 - 680
[6] Base-mediated reaction of quaternary ammonium salts with nitroarenes - Their useful functionalization via vicarious nucleophilic substitution (VNS)
Jonáczyk, Andrzej
Kowalkowska, Anna
Synthesis, 2002, (05) : 674 - 680
[7] Synthesis of 3-Indolylpyrroles via Base-Mediated Cycloaddition of TOSMIC with Activated Indole-2/3-vinylenes
Balamurugan, Ramalingam
Sureshbabu, Radhakrishnan
Rajeshwaran, Ganesan Gobi
Mohanakrishnan, Arasambattu K.
SYNTHETIC COMMUNICATIONS, 2009, 39 (03) : 531 - 543
[8] Regioselective Pyrazole Synthesis via Base-Mediated [3+2] Cycloaddition of 2-Alkynyl-1,3-Dithianes and Sydnones
Zhang, Zhuzhu
Li, Rui-Peng
Gong, Xiaomeng
Xu, Xiangrong
Peng, Xuan
Tang, Shouchu
JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (10): : 3769 - 3778
[9] Transition-Metal-Free Synthesis of Acridones via Base-Mediated Intramolecular Oxidative C-H Amination
Wei, Wen-Tao
Sheng, Jian-Fei
Miao, Hui
Luo, Xiang
Song, Xian-Heng
Yan, Ming
Zou, Yong
ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (11) : 2101 - 2106
[10] Metal-Free Direct α-Selective Arylation of Boron Dipyrromethenes via Base-Mediated C-H Functionalization
Zhou, Xin
Wu, Qinghua
Yu, Yang
Yu, Changjiang
Hao, Erhong
Wei, Yun
Mu, Xiaolong
Jiao, Lijuan
ORGANIC LETTERS, 2016, 18 (04) : 736 - 739

← 1 2 3 →