![4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure](https://static.chemtradehub.com/structs/209/2093416-31-8-3162.webp "4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure")
4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
2093416-31-8
Molecular Formula:
C21H28N4O7
Solvent- and catalyst-dependent palladium-catalyzed switchable chemodivergent cascade cyclizations of trimethylenemethanes with ortho-formyl cinnamates
Literature Information
Publication Date
2023-11-30
DOI
10.1039/D3QO01525D
Impact Factor
5.281
Authors
Shuyuan Liang, Liangjian Tang, Ying Chen, Xueqiu Huang, Xueqin Wei
View Original
Abstract
Chemodivergent synthetic methodologies enable the efficient generation of structural diversity via simple transformations. Here we develop the palladium-catalyzed chemodivergent cascade cyclization of trimethylenemethane (TMM) with dielectrophilic ortho-formyl cinnamates by effectively regulating solvents and H-bond donor (HBD) co-catalysts. Hexahydrocyclopenta[a]inden-8-ols are obtained through a CC-selective [3 + 2] cycloaddition/aldol process catalyzed by Pd(PPh3)4 in DME, whereas aryl-substituted cyclopentenes are exclusively afforded by tuning the substituents of dielectrophiles. Furthermore, a CO-selective [3 + 2]/Michael process affords tetrahydro-2H-indeno[1,2-b]furan architectures enabled by palladium/urea cooperative catalysis.
Recommended Journals
Green Chemistry
Current Pharmaceutical Biotechnology
Nature Reviews Drug Discovery
Contact Lens & Anterior Eye
Journal of Medical Biochemistry
Angewandte Chemie International Edition
Molecular Diversity
Photochemical & Photobiological Sciences
Physical Chemistry Chemical Physics
Journal of Enzyme inhibition and Medicinal Chemistry
Related Literature
The protein folding transition-state ensemble from a Gō-like model
Athi N. Naganathan
2011-07-21
Paper
DOI: 10.1039/C1CP20964G
A new approach to local hardness
T. Gál, P. Geerlings, F. De Proft, M. Torrent-Sucarrat
2011-07-26
Paper
DOI: 10.1039/C1CP21213C
Synthesis of Ge-imogolite: influence of the hydrolysis ratio on the structure of the nanotubes
L. Olivi, C. Dominici, F. Ziarelli
2011-07-12
Paper
DOI: 10.1039/C1CP20346K
Nanoparticle-coated separators for lithium-ion batteries with advanced electrochemical performance
Jason Fang, Antonios Kelarakis, Yueh-Wei Lin, Chi-Yun Kang, Ming-Huan Yang, Cheng-Liang Cheng, Yue Wang, Emmanuel P. Giannelis, Li-Duan Tsai
2011-07-06
Communication
DOI: 10.1039/C1CP22017A
Extraction of the surface trap level from photoluminescence: a case study of ZnO nanostructures
Haiping He, Yanjie Wang, Jingrui Wang, Zhizhen Ye
2011-07-11
Communication
DOI: 10.1039/C1CP21527B
Enhancement of hematoporphyrin IX potential for photodynamic therapy by entrapment in silica nanospheres
Paulo R. Silva, Lucas L. R. Vono, Breno P. Espósito, Maurício S. Baptista, Liane M. Rossi
2011-07-19
Paper
DOI: 10.1039/C1CP21525F
The origin of dips for the graphene-based DNA sequencing device
Yeonchoo Cho, Seung Kyu Min, Woo Youn Kim, Kwang S. Kim
2011-05-26
Communication
DOI: 10.1039/C1CP20760A
Structural, morphological, and kinetic studies of β-amyloid peptide aggregation on self-assembled monolayers
Qiuming Wang, Nilam Shah, Jun Zhao, Chengshan Wang, Chao Zhao, Lingyun Liu, Lingyan Li, Feimeng Zhou, Jie Zheng
2011-07-19
Paper
DOI: 10.1039/C1CP21156K
Testing variations of the GW approximation on strongly correlated transition metal oxides: hematite (α-Fe2O3) as a benchmark
Peilin Liao, Emily A. Carter
2011-07-14
Paper
DOI: 10.1039/C1CP20829B
Multiscale quantum mechanics/electromagnetics simulation for electronic devices
ChiYung Yam, Lingyi Meng, GuanHua Chen, Quan Chen, Ngai Wong
2011-06-10
Paper
DOI: 10.1039/C1CP20766K
You might also like
Compound Q&A
How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?
2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...
615-45-22-Methylbenzene-1,4-...
Compound Q&A
Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?
(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...
132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A
What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?
(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...
871826-15-2(6-Chloropyridazin-3...
Compound Q&A
What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?
2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...
77772-72-62-Fluoro-3-methylphe...
Compound Q&A
What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?
When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...
177476-75-43-Methoxy-4-nitroben...
Compound Q&A
What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?
When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...
211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A
What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?
4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...
90347-86-74-Ethynylbenzamide
Compound Q&A
What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?
3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...
186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A
What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?
(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...
500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A
What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?
Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...
102196-18-92-[4-(Hydroxymethyl)...
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(S)-(9H-Fluoren-9-yl)methyl (pyrrolidin-2-ylmethyl)carbamate hydrochloride
CAS Number:
1217813-15-4
Molecular Formula:
C20H23ClN2O2
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.