Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Bromides and Cyclic Secondary Alkyl Bromides with Spiro-bidentate-pyox Ligand

2021 ◽  
Author(s):  
Nanxing Gao ◽  
Yanshun Li ◽  
Guorui Cao ◽  
Dawei Teng

The cross-electrophile coupling of aryl bromides and cyclic secondary alkyl bromides catalyzed by nickel/spiro-bidentate-pyox ligand with lithium chloride as additive for the Csp2-Csp3 bond formation was reported. The reaction could...

2011 ◽  
Vol 17 (47) ◽  
pp. 13230-13239 ◽  
Author(s):  
Christine M. Boehner ◽  
Elizabeth C. Frye ◽  
Kieron M. G. O'Connell ◽  
Warren R. J. D. Galloway ◽  
Hannah F. Sore ◽  
...  

RSC Advances ◽  
2020 ◽  
Vol 10 (48) ◽  
pp. 28902-28905
Author(s):  
Xue-Yan Yang ◽  
Ruizhe Wang ◽  
Lu Wang ◽  
Jianjun Li ◽  
Shuai Mao ◽  
...  

K2S2O8-promoted C–Se bond formation from the cross-coupling of C(sp3)–H bond adjacent to carbonyl group with diphenyl diselenide under metal-free conditions.


1999 ◽  
Vol 64 (15) ◽  
pp. 5575-5580 ◽  
Author(s):  
John F. Hartwig ◽  
Motoi Kawatsura ◽  
Sheila I. Hauck ◽  
Kevin H. Shaughnessy ◽  
Luis M. Alcazar-Roman

2021 ◽  
Author(s):  
Yang Liu ◽  
Joost Berkhong

An easily available heterogeneous semiconductor material, g-CN, proved to be feasible when combined with homogeneous nickel catalysts for light-mediated C(sp2)-SO2Ar bond formation of aryl bromides with aryl sulfinates under mild conditions and base-free, unlocking a variety of cross-couplings. The metal-free heterogeneous semiconductor is totally recyclable from reaction system, and experimental results demonstrated a series of differently substituted substrates including electron donating groups and electron withdrawing groups can be tolerated with a satisfactory result. The method could even pro-duce the classic drug Dapsone in large scale, showing strong practical application potential.


Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1873-1884 ◽  
Author(s):  
Yasunori Minami ◽  
Tamejiro Hiyama ◽  
Takeshi Komiyama

The silicon-based cross-coupling reaction has attracted much attention over recent decades because there are many advantages in using organosilicon compounds. However, the use of reagents with a triorganosilyl group as a key function remains to be established. This account summarizes our recent progress in cross-coupling chemistry with such silyl reagents.1 Introduction2 Preparation of HOMSi Reagents from Aryl Bromides and Disilanes3 HOMSi Reagents from Heteroaromatics and Hydrosilanes4 Cross-Coupling Polymerization with HOMSi Reagents5 Cross-Coupling with Aryl(triethyl)silanes6 Amination of Aryl Halides with N-TMS-Amines7 Conclusion and Perspective


Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3493-3510
Author(s):  
Hong-Xi Li ◽  
Da-Liang Zhu ◽  
David James Young

Photoredox/metal dual catalysis is a versatile tandem methodology to construct carbon–carbon and carbon–heteroatom bonds. The focus of this short review is the application of this technology to C(sp3)–C(sp3), C(sp3)–C(sp2), C(sp2)–C(sp2), C(sp2)–O, and C(sp3)–O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents.1 Introduction2 Homocoupling of Aryl Halides3 Functionalization of C(sp3)–H Bonds3.1 Dehydrogenation of Alkanes3.2 Arylation/Alkylation3.3 Carboxylation3.4 Acylation3.5 Hydroalkylation of Olefins3.6 Hydroalkylation of Imines4 Benzoylation of Aryl Bromides5 Aryl Esterification6 Oxidation of β-Keto Esters7 Conclusions and Future Outlook


ACS Catalysis ◽  
2017 ◽  
Vol 8 (1) ◽  
pp. 310-313 ◽  
Author(s):  
Long Peng ◽  
Yuqiang Li ◽  
Yangyang Li ◽  
Wang Wang ◽  
Hailiang Pang ◽  
...  

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