![(4aR,5S,6R,8aS)-5-[2-(3-Furyl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid structure](https://static.chemtradehub.com/structs/184/18411-75-1-d4cd.webp "(4aR,5S,6R,8aS)-5-[2-(3-Furyl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid structure")
(4aR,5S,6R,8aS)-5-[2-(3-Furyl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid
CAS Number:
18411-75-1
Molecular Formula:
C20H28O4
The synthesis of unsymmetric diamides through Rh-catalyzed selective C–H bond activation of amides with isocyanates
Literature Information
Publication Date
2017-02-08
DOI
10.1039/C6QO00793G
Impact Factor
5.281
Authors
Xiaoli Yu, Duo-Sheng Wang, Zhaojun Xu, Bobin Yang, Dawei Wang
View Original
Abstract
Rh-catalyzed selective C–H bond activation was achieved with the assistance of non-coordinating anions. This methodology has been shown to excel as a means to selectively activate N-aryl rings for the synthesis of unsymmetric diamides, while the reaction could not occur without non-coordinating anions, which provides effective proof that non-coordinating anions play an important role in C–H bond activation. The results of mechanism experiments definitely eliminated the possibility of the “silver effect” in this silver-involving transformation. Importantly, this provided an efficient method for the synthesis of N-(4-iodo-2-(p-tolylcarbamoyl)phenyl)thiophene-2-carboxamide in an overall yield of 62% using just three steps, which exhibited promising activity against cancer-cell lines.
Related Literature
Preparation of metal sulfide–polymer composite microspheres with patterned surface structures
Yu Fang, Chaoliang Bai, Ying Zhang
2004-02-23
Communication
DOI: 10.1039/B314533F
Synthesis of a β-diiminate iridium tetrahydride for arene C–H bond activation
Wesley H. Bernskoetter, Emil Lobkovsky, Paul J. Chirik
2004-02-27
Communication
DOI: 10.1039/B315817A
Synthesis and self-assembly of giant porphyrin discs
Marga C. Lensen, Sandra J. T. van Dingenen, Johannes A. A. W. Elemans, Harm P. Dijkstra, Gerard P. M. van Klink, Gerard van Koten, Jan W. Gerritsen, Sylvia Speller, Roeland J. M. Nolte, Alan E. Rowan
2004-02-23
Communication
DOI: 10.1039/B401324G
A novel methodology for the synthesis of complexes containing long carbon chains linking metal centres: molecular structures of {Ru(dppe)Cp*}2(μ-C14) and {Co3(μ-dppm)(CO)7}2(μ3:μ3-C16)
Brian K. Nicholson, Brian W. Skelton, Allan H. White
2004-03-08
Communication
DOI: 10.1039/B315854N
Ti–Mo heterobimetallic thiacalix[4]arene complex containing an unusual α-agostic μ2-η5:η2-cyclopentadienyl ligand
Shin Takemoto, Shinpei Tanaka, Yasushi Mizobe, Masanobu Hidai
2004-02-26
Communication
DOI: 10.1039/B316972C
Elucidation of the mechanism of chiral selectivity in diastereomeric salt formation using organic solventnanofiltration
Nazlee F. Ghazali, Darrell A. Patterson, Andrew G. Livingston
2004-03-11
Communication
DOI: 10.1039/B400982G
The use of a germene for the synthesis of esters of α-germyl-substituted α-amino acid and α-aminophosphonic acid
J. Escudié, C. Couret, H. Ranaivonjatovo, M. Soufiaoui, H. Gornitzka
2003-06-05
Communication
DOI: 10.1039/B303661H
Sonochemical asymmetric hydrogenation of isophorone on proline modified Pd/Al2O3catalysts
Shilpa C. Mhadgut, Imre Bucsi, Marianna Török, Béla Török
2004-03-19
Communication
DOI: 10.1039/B315244H
The first organically templated open-framework metal selenate with a three-dimensional architecture
A. A. Ayi
2004-03-16
Communication
DOI: 10.1039/B400120F
A simple route to micropatterned polymer surfaces
Yong Wang, Zhimin Liu, Buxing Han, Haixiang Gao, Jianling Zhang, Xun Kuang
2004-02-24
Communication
DOI: 10.1039/B314970F
You might also like
Compound Q&A
What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?
When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...
40716-16-34-Methyl-6-(trifluor...
Compound Q&A
What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?
4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...
405058-00-64-(3,5-Difluoropheny...
Compound Q&A
How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?
5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...
338982-07-35-{[4-(Trifluorometh...
Compound Q&A
What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?
The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...
6317-57-34-Benzylaniline hydr...
Compound Q&A
Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?
[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...
871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A
What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?
3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...
115929-62-93-Bromo-2,5-dimethox...
Compound Q&A
What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?
N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...
915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A
What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?
This compound is primarily used in the pharmaceutical industry for the synthesis...
24828-96-4Carbamic acid, N-[(5...
Compound Q&A
How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?
2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...
1298101-47-92-Methyl-2-propanyl ...
Compound Q&A
What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?
Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...
367-33-9Ethyl 2-bromo-4,4,4-...
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
Tert-butyl 3-iodo-5-nitro-1H-indazole-1-carboxylate
CAS Number:
459133-69-8
Molecular Formula:
C12H12IN3O4
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.