Nickel-Catalyzed C(Aryl)−O Bond Activation/Cross-Coupling Reaction of Carbazoles with Methyl Grignard: Synthesis of Ellipticine

2016 ◽  
Vol 5 (12) ◽  
pp. 1499-1507 ◽  
Author(s):  
Sk. Rasheed ◽  
Desaboini Nageswar Rao ◽  
Parthasarathi Das
Keyword(s):  
Bond Activation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

Ni-Catalyzed Deamination Cross-Electrophile Coupling of Katritzky Salts with Halides via C–N Bond Activation

2019 ◽  
Author(s):  
Shengyang Ni ◽  
Chunxiao Li ◽  
Jianlin Han ◽  
Yu Mao ◽  
Yi Pan
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
One Pot ◽  
Aryl Iodide ◽  
Cross Coupling Reaction ◽  
New Strategy ◽  
The Cross

This work describes the first Ni-catalyzed cross-electrophile coupling of alkylpyridinium salts, derived from the corresponding amines, with aryl iodide, bromoalkyne or bromoalkyl coupling partners. C(sp)-C(sp<sup>3</sup>), C(sp<sup>2</sup>)-C(sp<sup>3</sup>) and C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bond formation was achieved to afford a variety of synthetically useful arenes, alkynes and alkanes in good yields from<b>2</b>-<b>33</b>. The advantages of the methodology are showcased in the two-step synthesis of the key lactonic moiety of (+)-Compactin and (+)-Mevinolin from commercially available starting materials. A one-pot procedure without isolation of alkylpyridinium tetrafluoroborate salt was also demonstrated to be successful. This work represents a new strategy for the cross-coupling reaction of two electrophiles, and also provides a complementary and highly valuable vista for the current methodologies of alkyl arene/alkyne/alkane synthesis.

Palladium-catalyzed cross-coupling of aryl fluorides with N-tosylhydrazones via C–F bond activation

2015 ◽  
Vol 51 (68) ◽  
pp. 13321-13323 ◽  
Author(s):  
Haiqing Luo ◽  
Guojiao Wu ◽  
Shuai Xu ◽  
Kang Wang ◽  
Chaoqiang Wu ◽  
...  
Keyword(s):  
Bond Activation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Migratory Insertion ◽  
Palladium Catalyzed

A palladium-catalyzed cross-coupling reaction of electron-deficient aryl fluorides with aryl N-tosylhydrazones, which involves C–F bond activation and migratory insertion of palladium carbene, has been developed.

Ni-Catalyzed Deamination Cross-Electrophile Coupling of Katritzky Salts with Halides via C–N Bond Activation

2019 ◽  
Author(s):  
Shengyang Ni ◽  
Chunxiao Li ◽  
Jianlin Han ◽  
Yu Mao ◽  
Yi Pan
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
One Pot ◽  
Aryl Iodide ◽  
Cross Coupling Reaction ◽  
New Strategy ◽  
The Cross

This work describes the first Ni-catalyzed cross-electrophile coupling of alkylpyridinium salts, derived from the corresponding amines, with aryl iodide, bromoalkyne or bromoalkyl coupling partners. C(sp)-C(sp<sup>3</sup>), C(sp<sup>2</sup>)-C(sp<sup>3</sup>) and C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bond formation was achieved to afford a variety of synthetically useful arenes, alkynes and alkanes in good yields from<b>2</b>-<b>33</b>. The advantages of the methodology are showcased in the two-step synthesis of the key lactonic moiety of (+)-Compactin and (+)-Mevinolin from commercially available starting materials. A one-pot procedure without isolation of alkylpyridinium tetrafluoroborate salt was also demonstrated to be successful. This work represents a new strategy for the cross-coupling reaction of two electrophiles, and also provides a complementary and highly valuable vista for the current methodologies of alkyl arene/alkyne/alkane synthesis.

Oxidative cross coupling reaction mediated by I2/H2O2: a novel approach for the construction of fused thiazole containing coumarin derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (126) ◽  
pp. 104155-104163 ◽  
Author(s):  
Md. Belal ◽  
Abu T. Khan
Keyword(s):  
Bond Activation ◽  
Sodium Sulfide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coumarin Derivatives ◽  
Novel Approach ◽  
Cross Coupling Reaction

Various 2-phenyl-4H-chromeno(3,4-d)thiazol-4-one derivatives have been synthesized through C–H bond activation using sodium sulfide as a source of sulfur atoms and by employing I2 as a catalyst and H2O2 as the terminal oxidant.

scholarly journals Heterogeneous Suzuki–Miyaura coupling of heteroaryl ester via chemoselective C(acyl)–O bond activation

RSC Advances ◽  
2019 ◽  
Vol 9 (30) ◽  
pp. 17266-17272 ◽  
Author(s):  
Hongpeng Ma ◽  
Chaolumen Bai ◽  
Yong-Sheng Bao
Keyword(s):  
Bond Activation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Palladium Nanoparticle ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Supported Palladium ◽  
A Site ◽  
Site Selective

A site-selective supported palladium nanoparticle catalyzed Suzuki–Miyaura cross-coupling reaction with heteroaryl esters and arylboronic acids as coupling partners was developed.

Palladium(ii)-catalyzed oxidative C(sp3)–P bond formation via C(sp3)–H bond activation

2019 ◽  
Vol 55 (91) ◽  
pp. 13693-13696 ◽  
Author(s):  
Lijin Chen ◽  
Zhenfei Zhou ◽  
Saifei Zhang ◽  
Xiaoqian Li ◽  
Xuebing Ma ◽  
...  
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

A palladium-catalyzed oxidative C(sp3)–H/P–H cross-coupling reaction has been realized via chelation-assisted C(sp3)–H bond activation.

Sign in / Sign up

Export Citation Format

Share Document