The Synthesis of Fluorescent DNA Intercalator Precursors through Efficient Multiple Heck Reactions

2011 ◽  
Vol 64 (3) ◽  
pp. 316 ◽  
Author(s):  
Nigel A. Lengkeek ◽  
Ramiz A. Boulos ◽  
Allan J. McKinley ◽  
Thomas V. Riley ◽  
Boris Martinac ◽  
...  

A highly efficient synthesis of p-carboethoxy-tristyryl and carboethoxy-terastyrenyl benzene derivatives through a multiple Heck cross coupling reaction is reported. This reaction provides an efficient route to DNA intercalator precursors containing a benzene core.

RSC Advances ◽  
2015 ◽  
Vol 5 (37) ◽  
pp. 28879-28884 ◽  
Author(s):  
Javad Safaei-Ghomi ◽  
Zeinab Akbarzadeh ◽  
Bahareh Khojastehbakht-Koopaei

A convenient, efficient and ligand-free method for the C–N coupling reaction of anilines and aryl iodides was performed using CuCr2O4 nanoparticles.


Heterocycles ◽  
1992 ◽  
Vol 33 (2) ◽  
pp. 831 ◽  
Author(s):  
Seiichi Takano ◽  
Masashi Akiyama ◽  
Takumichi Sugihara ◽  
Kunio Ogasawara

Synthesis ◽  
2020 ◽  
Vol 52 (13) ◽  
pp. 1947-1958
Author(s):  
Tsutomu Konno ◽  
Gen Egashira ◽  
Chihiro Kajimoto ◽  
Takuto Kataoka ◽  
Shigeyuki Yamada

On treating 1,3,4-tribromo-1,1,2,2-tetrafluorobutane, readily prepared from commercially available 4-bromo-3,3,4,4-tetrafluorobut-1-ene, with 3.3 equivalents of LHMDS at 0 °C in THF, the corresponding lithium acetylide could be prepared quantitatively. The acetylide reacted well with various aldehydes, ketones, or chlorosilanes to give the corresponding acetylene derivatives in high yields. It was also found that various iodoarenes could participate in the cross-coupling reaction with the zinc acetylide, readily prepared from the lithium acetylide and ZnCl2·TMEDA complex, in the presence of Pd(PPh3)4 to bring about the adducts in high yields. Thus-obtained acetylene derivatives underwent smooth Diels–Alder reaction with various 1,3-dienes to afford the corresponding 1,4- or 1,3-cyclohexadiene derivatives. In addition, it was revealed that the oxidative aromatization of the resulting cyclohexadiene derivatives with DDQ took place very smoothly, providing the multi-substituted benzene derivatives having a tetrafluoro­ethylene group.


Catalysts ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 86 ◽  
Author(s):  
Xiaogang Li ◽  
Wenbin Zhang ◽  
Leiqing Fu ◽  
Mengping Guo

In this study, a convenient and highly efficient catalytic system for the Suzuki-Miyaura coupling reaction was investigated under mild conditions. A combination of Pd(CH3CN)2Cl2 and pipecolinic acid showed excellent catalytic performance and afforded high turnover numbers; turnover numbers were up to 4.9 × 105 for the coupling reaction of 4-bromobenzoic acid and tetraphenylboron sodium. The catalytic system was also effective for the indexes of 4-bromobenzoic acid, and high turnover numbers were obtained.


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