scholarly journals Transition-Metal-Catalyzed Diarylation of Isocyanides with Triarylbismuthines for the Selective Synthesis of Imine Derivatives

Materials ◽  
2021 ◽  
Vol 14 (15) ◽  
pp. 4271
Author(s):  
Shintaro Kodama ◽  
Yuki Yamamoto ◽  
Yohsuke Kobiki ◽  
Hitomi Matsubara ◽  
Cong Chi Tran ◽  
...  

The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]2 were found to selectively afford N-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially yielding N,N’-dialkyl or N,N’-diaryl α-diimines. In addition, a cascade synthesis of 2,3-diarylquinoxalines starting from the palladium-catalyzed diarylation of isocyanides with triarylbismuthines was successfully achieved.

Author(s):  
Liwei Zhou ◽  
Xiaodong Liu ◽  
Haiyan Lu ◽  
Guobo Deng ◽  
Yun Liang ◽  
...  

On one hand, the construction of two fused five-membered carbocyclic rings remains an extremely challenging topic in organic synthesis. On the other hand, transition-metal-catalyzed dienynes cycloaddition reactions have become one...


2002 ◽  
Vol 74 (8) ◽  
pp. 1327-1337 ◽  
Author(s):  
Irina P. Beletskaya

The palladium-catalyzed substitution reactions forming carbon­carbon and carbon­element bonds, as well as nickel-catalyzed addition of E­H and E­E' bonds across multiple bonds, are considered in their application to the chemistry of heterocyclic compounds.


2014 ◽  
Vol 12 (23) ◽  
pp. 3792-3796 ◽  
Author(s):  
Amit Mahindra ◽  
Rahul Jain

Regiocontrolled transition-metal-catalyzed C–H bond arylation of protectedl-histidine with aryl halides as the coupling partner is reported.


Synlett ◽  
2018 ◽  
Vol 30 (05) ◽  
pp. 542-551 ◽  
Author(s):  
Jianbo Wang ◽  
Kang Wang

Transition-metal-catalyzed cross-coupling reactions through metal carbene migratory insertion have emerged as powerful methodology for carbon–carbon bond constructions. Typically, diazo compounds (or in situ generated diazo compounds from N-tosylhydrazones) have been employed as the metal carbene precursors for this type of cross-coupling reactions. Recently, cross-coupling reactions employing non-diazo carbene precursors, such as conjugated ene-yne-ketones, allenyl ketones, alkynes, cyclopropenes, and Cr(0) Fischer carbenes, have been developed. This account will summarize our efforts in the development of transition-metal-catalyzed cross-coupling reactions with these non-diazo carbene precursors.1 Introduction2 Cross-Coupling with Ene-yne-ketones, Allenyl Ketones, and Alkynes3 Cross-Coupling Involving Ring-Opening of Cyclopropenes4 Palladium-Catalyzed Cross-Coupling with Chromium(0) Fischer Carbenes5 Conclusion


Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2046-2050 ◽  
Author(s):  
Jianhui Huang ◽  
Xiaoyu Xiong ◽  
Ranran Zhu ◽  
Lin Huang ◽  
Shuqin Chang

We report here our latest discovery on the directed lithiation and palladium-catalyzed arylation of anisoles. During this research, the formation of a four-membered lithiumcycle followed by transmetalation to the corresponding palladacycle has been achieved, which is difficult to be obtained from palladium-catalyzed C–H activation processes. This approach has provided an alternative way of introducing functionalities to arenes such as anisoles, thioanisoles, and anilines. This approach also features an excellent monoselectivity compared with reactions under transition-metal-catalyzed conditions.


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