Access to 2-substituted-2H-indazoles via a copper-catalyzed regioselective cross-coupling reaction

2018 ◽  
Vol 16 (11) ◽  
pp. 1816-1822 ◽  
Author(s):  
Rong Zhang ◽  
Zheng Liu ◽  
Qiujun Peng ◽  
Yijun Zhou ◽  
Lanting Xu ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Hypervalent Iodine ◽  
Cross Coupling Reaction

A copper-catalyzed C–N cross-coupling reaction using commercially available 1H-indazoles with hypervalent iodine reagents to afford biologically active 2-substituted-2H-indazole is described.

Chemoselective reactions: Toward the synthesis of biologically active natural products with anticancer activities

2008 ◽  
Vol 80 (8) ◽  
pp. 1683-1691 ◽  
Author(s):  
Sébastien Reymond ◽  
Laurent Ferrié ◽  
Amandine Guérinot ◽  
Patrice Capdevielle ◽  
Janine Cossy
Keyword(s):  
Natural Products ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Synthetic Approach ◽  
Anticancer Activities ◽  
Leucascandrolide A ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Active Natural

Leucascandrolide A and migrastatin were synthesized efficiently by using chemoselective reactions such as olefin metatheses. The use of an iron-catalyzed cross-coupling reaction overcame difficulties encountered with palladium-catalyzed processes in our synthetic approach toward spirangien A.

Metal-free Oxidative Cross-Coupling Reaction of Aromatic Compounds Containing Heteroatoms

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1680-1694 ◽  
Author(s):  
Koji Morimoto ◽  
Toshifumi Dohi ◽  
Yasuyuki Kita
Keyword(s):  
Aromatic Compounds ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Coupling Reactions ◽  
Heteroaromatic Compounds ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Biaryl Coupling

The biaryl unit containing a heteroatom is a key structure in a large number of natural products and π-conjugated organic systems. The cross-couplings can provide powerful methods for the construction of biaryls and heterobiaryls; thus the development of a new coupling method has been intensively studied by synthetic chemists. Therefore, the oxidative biaryl coupling reaction of arenes containing a heteroatom is a significantly attractive, convenient, and straightforward route to the synthesis of biaryls due to its operational simplicity avoiding the preparation of the corresponding halogenated and metallated arenes. In this report, recent progress in the field of metal-free oxidative cross-coupling reactions of aromatic compounds using hypervalent iodine(III) reagents, is presented.1 Introduction2 Cyanation and Halogenation Reactions of Heteroaromatic Compounds3 Biaryl Coupling Reaction of Heteroaromatic Compounds3.1 Regioselective Coupling Reaction of Thiophenes3.2 Cross-Coupling Reaction of Thiophenes3.3 Coupling Reaction of EDOT and Pyrroles3.4 Cross-Coupling Reaction of Pyrroles4 Cross-Coupling Reaction of Anilines5 Cross-Coupling Reaction of Phenols6 Cross-Coupling Reaction of N-Heteroaromatics with Aryl Radicals from Diaryliodonium(III) Salts7 Conclusion

scholarly journals Metal Catalyzed Suzuki-Miyaura Cross-Coupling– Efficient Methodology for Synthesis the Natural and non-Natural biological active Molecules

2017 ◽  
Author(s):  
Hira Israr ◽  
Shazia Kaousar ◽  
Nasir Rasool ◽  
Gulraiz Ahmad ◽  
Muhammad Nazirul Mubin Aziz ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Polymer Chemistry ◽  
Active Compounds ◽  
New Class ◽  
Cross Coupling Reaction ◽  
Metal Catalyzed

New class of biologically active and non-active compounds can be synthesized via transition metal mediated Suzuki cross coupling reaction that has a great impact on the advancement of organic chemistry. These resulted products can lend a helping hand in pharmaceutical and polymer chemistry for the betterment of mankind. Suzuki-Miyaura cross coupling reaction is one of the best tools through which many natural and non-natural compounds can be synthesized.

scholarly journals Suzuki-Type Cross-Coupling Reaction of Unprotected 3-Iodoindazoles with Pinacol Vinyl Boronate: An Expeditive C-3 Vinylation of Indazoles under Microwave Irradiation

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2051 ◽  
Author(s):  
Gonzalo Vera ◽  
Benjamín Diethelm ◽  
Claudio Terraza ◽  
Gonzalo Recabarren-Gajardo
Keyword(s):  
Microwave Irradiation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Cross Coupling Reaction ◽  
Synthetic Intermediates

Herein we report an expeditive C-3 vinylation of unprotected 3-iodoindazoles under microwave irradiation. Ten C-5 substituted 3-vinylindazole derivatives, nine of them novel, were synthesized through this method, which proceeds in moderate to excellent yields starting from C-5 substituted 3-iodoindazole derivatives. In all cases, the C-3 vinylated derivative was the only isolated product. This methodology allows access to 3-vinylated indazoles selectively and directly without the need of N-protection. 3-Vinylindazoles could be interesting synthetic intermediates allowing access to biologically active molecules.

Copper-Catalyzed C–S Cross-Coupling Reaction: S-Arylation of Arylthioureas

Synthesis ◽  
2017 ◽  
Vol 49 (23) ◽  
pp. 5211-5216
Author(s):  
Hui Zhu ◽  
Xing Liu ◽  
Cai-Zhu Chang ◽  
Zhi-Bing Dong
Keyword(s):  
Reaction Time ◽  
Good Yield ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Active Compounds ◽  
Short Reaction Time ◽  
Cross Coupling Reaction ◽  
Ligand Free ◽  
Convenient Preparation

A simple and efficient copper-catalyzed S-arylation of aryl­thioureas was developed. Arylthioureas were smoothly converted into aryl-isothioureas with good yield by copper-catalyzed S-arylation. The features of this method include the use of a ligand-free catalyst, good yield, short reaction time, and broad substrate scope. The method provides a facile and convenient preparation of some potentially biologically active compounds.

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