Advanced palladium free approach to the synthesis of substituted alkene oxindoles via aluminum-promoted Knoevenagel reaction

被引：13

作者：

Novikova, Daria S. ^{[1
]}

Grigoreva, Tatyana A. ^{[1
]}

Zolotarev, Andrey A. ^{[2
]}

Garabadzhiu, AlexanderV. ^{[1
]}

Tribulovich, Vyacheslav G. ^{[1
]}

机构：

[1] Tech Univ, St Petersburg State Inst Technol, Lab Mol Pharmacol, Moskovskii Pr 26, St Petersburg 190013, Russia

[2] St Petersburg State Univ, Dept Crystallog, Per Dekabristov 16, St Petersburg 199155, Russia

来源：

RSC ADVANCES | 2018年 / 8卷 / 60期

基金：

俄罗斯科学基金会;

关键词：

ACTIVATED PROTEIN-KINASE; AMPK; DERIVATIVES; INHIBITORS; TARGET; DRUGS; CONDENSATION; RECEPTOR; CANCER;

D O I：

10.1039/c8ra07576j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthetic route for the synthesis of C24, as well as for the design of focused libraries of direct AMPK activators was developed based on a convergent strategy. The proposed scheme corresponds to the current trends in C-H bond functionalization. The use of aluminum isopropoxide for the Knoevenagel condensation of oxindole with benzophenones is a noticeable point of this work.

引用

页码：34543 / 34551

页数：9

共 50 条

[1] Stereoselective Synthesis of 3-(1,3-Diarylallylidene)oxindoles via a Palladium-Catalyzed Tandem Reaction
Yu, Yoseb
Shin, Kye Jung
Seo, Jae Hong
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (03) : 1864 - 1871
[2] Synthesis of Substituted Phthalimides via Ultrasound-Promoted One-Pot Multicomponent Reaction
Alizadeh, Abdolali
Farajpour, Behnaz
Knedel, Tim-Oliver
Janiak, Christoph
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (01) : 574 - 580
[3] Highly efficient synthesis of enantioenriched fully-substituted spirocyclohexane oxindoles via a Michael-Michael-aldol cascade reaction
Sun, Qiang-Sheng
Lin, Hua
Sun, Xun
Sun, Xing-Wen
TETRAHEDRON LETTERS, 2016, 57 (50) : 5673 - 5676
[4] Metal- and Solvent-Free Synthesis of Substituted Pyrimidines via an NH4I-Promoted Three-Component Tandem Reaction
Fang, Fang
Xia, Jie
Quan, Siying
Chen, Shanping
Deng, Guo-Jun
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (20) : 14697 - 14707
[5] An approach to the synthesis of dimeric resveratrol natural products via a palladium-catalyzed domino reaction
Jeffrey, Jenna L.
Sarpong, Richmond
TETRAHEDRON LETTERS, 2009, 50 (17) : 1969 - 1972
[6] Efficient synthesis of bulky 4-substituted-isatins via microwave-promoted Suzuki cross-coupling reaction
Liu, Yu-Chao
Ye, Chen-Jin
Chen, Qiong
Yang, Guang-Fu
TETRAHEDRON LETTERS, 2013, 54 (08) : 949 - 955
[7] Metal-Free Synthesis of 2-Benzylideneindolin-3-ones via a Nucleophilic/Rearrangement/Azide-Alkene Cascade Reaction
Tang, Quan
Huang, Sheng-Chao
Wang, Hua
Long, Tianyu
Kong, Han-Han
Yang, Qing-Qing
Huang, Nianyu
Wang, Long
SYNLETT, 2025, 36 (04) : 341 - 346
[8] Convenient and efficient method for the synthesis of substituted quinolines via one-pot heteroannulation reaction of o-amino arylketones with -methylene ketones under solvent-free conditions
Vanajatha, G.
Reddy, V. Prabhakar
SYNTHETIC COMMUNICATIONS, 2016, 46 (23) : 1953 - 1961
[9] Base-Promoted Domino Reaction of 5-Substituted 2-Nitrosophenols with Bromomethyl Aryl Ketones: A Transition-Metal-Free Approach to 2-Aroylbenzoxazoles
Aljaar, Nayyef
Malakar, Chandi C.
Conrad, Juergen
Beifuss, Uwe
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (21) : 10829 - 10837
[10] Synthesis of Fully Substituted 5-(o-Hydroxybenzoyl)imidazoles via Iodine-Promoted Domino Reaction of Aurones with Amidines
Xu, Hui
Chen, Hong
Hu, Xiao
Xuan, Guang
Li, Pinhua
Zhang, Ze
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (24) : 16204 - 16212

← 1 2 3 4 5 →