Transition-Metal-Free Cross-Coupling Reaction of Iodocarboranes with Terminal Alkynes Enabled by UV Light: Synthesis of 1-Alkynyl-o-Carboranes and Carborane-Fused Cyclics

2020 ◽  
Vol 142 (43) ◽  
pp. 18661-18667
Author(s):  
Hangcheng Ni ◽  
Zhenpin Lu ◽  
Zuowei Xie
Keyword(s):  
Transition Metal ◽  
Uv Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Metal Free ◽  
Cross Coupling Reaction

ChemInform Abstract: A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids.

ChemInform ◽  
2012 ◽  
Vol 43 (33) ◽  
pp. no-no
Author(s):  
Mitsuhiro Ueda ◽  
Kota Nishimura ◽  
Ryo Kashima ◽  
Ilhyong Ryu
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

Transition metal-free tandem pyridinyl–allyl–allyl cross-coupling reaction

2017 ◽  
Vol 47 (18) ◽  
pp. 1668-1675 ◽  
Author(s):  
Lili Zhang ◽  
Zhengkai Chen ◽  
Hongli Li ◽  
Wenguang Yin ◽  
Jianfeng Xu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 727-734 ◽  
Author(s):  
Farnaz Jafarpour ◽  
Mohammad Asadpour ◽  
Meysam Azizzade ◽  
Mehran Ghasemi ◽  
Saideh Rajai-Daryasarei
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Bond Formation ◽  
Antidepressant Drug ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Potential Utility ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
High Yields

A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols for construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts is disclosed. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature. Furthermore, to demonstrate the utility of the protocol, the above C–S bond formation was applied in the synthesis of the key structure of vortioxetine as an antidepressant drug. The gram-scale outcome also added to the potential utility of this protocol.

Unexpected CN bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides

RSC Advances ◽  
2015 ◽  
Vol 5 (62) ◽  
pp. 50113-50117 ◽  
Author(s):  
Yang Zheng ◽  
Jincheng Mao ◽  
Jie Chen ◽  
Guangwei Rong ◽  
Defu Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

A direct de-tetra-hydrogenative cross-coupling reaction between Csp3–H bonds and sulfamide under transition-metal-free conditions is reported to give the corresponding amidines.

A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids

Synlett ◽  
2012 ◽  
Vol 23 (20) ◽  
pp. 3001-3001
Author(s):  
Mitsuhiro Ueda ◽  
Ilhyong Ryu ◽  
Kota Nishimura ◽  
Ryo Kashima
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

Potassium tert-Butoxide Mediated Reductive C–P Cross-Coupling of Arylvinyl Sulfides through C–S Bond Cleavage

Synlett ◽  
2020 ◽  
Author(s):  
Qingle Zeng ◽  
Jie Feng ◽  
Qiaoling Zhang ◽  
Fuhai Li ◽  
Lu Yang ◽  
...  
Keyword(s):  
Double Bond ◽  
Transition Metal ◽  
Bond Cleavage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Phosphine Oxides ◽  
One Pot ◽  
Metal Free ◽  
Cross Coupling Reaction

AbstractA transition-metal-free t-BuOK-mediated reductive C–P cross-coupling reaction of arylvinyl sulfides with diarylphosphine oxides through C–S bond cleavage has been developed. This protocol not only permits the synthesis of diaryl(2-arylethyl)phosphine oxides, but also achieves an unprecedented construction of a C–P bond through C–S bond cleavage and reduction of a C–C double bond in one pot.

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