Synthesis of dibenzo[a,c]carbazoles from 2-(2-halophenyl)-indoles and iodobenzenes via palladium-catalyzed dual C–H functionalization

2017 ◽  
Vol 15 (32) ◽  
pp. 6808-6812 ◽  
Author(s):  
Lijun Wu ◽  
Guobo Deng ◽  
Yun Liang

We report an efficient approach to synthesize dibenzo[a,c]carbazoles via a palladium-catalyzed cross-coupling tandem reaction.

RSC Advances ◽  
2017 ◽  
Vol 7 (26) ◽  
pp. 15805-15808 ◽  
Author(s):  
Tao Wang ◽  
Shuwu Yang ◽  
Silin Xu ◽  
Chunyu Han ◽  
Ge Guo ◽  
...  

A Pd catalyzed Suzuki cross-coupling of a benzyltrimethylammonium salt is described. This reaction offers a highly efficient approach to diarylmethanes and also paves the way for the application of benzyltrimethylammonium salts in Pd catalyzed cross-coupling reactions.


Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 383-390 ◽  
Author(s):  
Yiyuan Peng ◽  
Xinglin Ye ◽  
Jian Huang ◽  
Zhihong Deng ◽  
Jianjun Yuan

In this paper, exploration of our continuous interests on late-stage derivation of quinozaline core is described. A wide array of 4-(1H-indol-1-yl)quinazolines were obtained in good to excellent yields through palladium-catalyzed cross-coupling of 4-tosyloxyquinazolines with indole derivatives under mild reaction conditions.


RSC Advances ◽  
2015 ◽  
Vol 5 (14) ◽  
pp. 10641-10646 ◽  
Author(s):  
Xia Liu ◽  
Ze Yi ◽  
Jianhui Wang ◽  
Guiyan Liu

An efficient approach for the palladium catalyzed decarboxylative cross-coupling of electron-deficient arenes with mandelic acid.


2015 ◽  
Vol 51 (92) ◽  
pp. 16483-16485 ◽  
Author(s):  
Xiaolin Pan ◽  
Yong Luo ◽  
Hong-Guang Xia ◽  
Jie Wu

An efficient approach for the generation of benzo[b]naphtho[2,3-d]oxocin-6-ones through a palladium-catalyzed tandem reaction of 2-alkynylphenol with 2-(2-bromobenzylidene)cyclobutanone is described. This tandem process afforded the fused polycycles easily, with the formation of three bonds with high efficiency and excellent selectivity.


2020 ◽  
Author(s):  
Jian Cao ◽  
Ernest Armenta ◽  
Lisa Boatner ◽  
Heta Desai ◽  
Neil Chan ◽  
...  

Bioorthogonal chemistry is a mainstay of chemoproteomic sample preparation workflows. While numerous transformations are now available, chemoproteomic studies still rely overwhelmingly on copper-catalyzed azide –alkyne cycloaddition (CuAAC) or 'click' chemistry. Here we demonstrate that gel-based activity-based protein profiling (ABPP) and mass-spectrometry-based chemoproteomic profiling can be conducted using Suzuki–Miyaura cross-coupling. We identify reaction conditions that proceed in complex cell lysates and find that Suzuki –Miyaura cross-coupling and CuAAC yield comparable chemoproteomic coverage. Importantly, Suzuki–Miyaura is also compatible with chemoproteomic target deconvolution, as demonstrated using structurally matched probes tailored to react with the cysteine protease caspase-8. Uniquely enabled by the observed orthogonality of palladium-catalyzed cross-coupling and CuAAC, we combine both reactions to achieve dual protein labeling.


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