Metal-free C–N cross-coupling of electrophilic compounds and N-haloimides

RSC Advances ◽  
2015 ◽  
Vol 5 (80) ◽  
pp. 65600-65603 ◽  
Author(s):  
Luyan Zhang ◽  
Yanru Li ◽  
Long-Yi Jin ◽  
Fushun Liang
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
The Cross

When DBU is added, the cross-coupling reaction between alkyl halides (halogen = Cl, Br and I) and N-haloimides (halogen = Cl, Br) occurs, resulting in the formation of aminated products.

ChemInform Abstract: Nickelalactones as Synthesis Building Blocks: Sonochemical and Bimetallic Activation of the Cross Coupling Reaction with Alkyl Halides.

ChemInform ◽  
2010 ◽  
Vol 23 (33) ◽  
pp. no-no
Author(s):  
R. FISCHER ◽  
D. WALTHER ◽  
G. BRAEUNLICH ◽  
B. UNDEUTSCH ◽  
W. LUDWIG ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Alkyl Halides ◽  
Cross Coupling Reaction ◽  
The Cross

Cross-coupling Reaction of Grignard Reagents with Alkyl Halides Catalyzed by Green, Economical Copper Bromide Catalyst

2011 ◽  
Vol 233-235 ◽  
pp. 1119-1122 ◽  
Author(s):  
Zhi Qun Dai ◽  
Zhi Yong Zhang ◽  
Wei Wei Zhang ◽  
Ben Mei Wei
Keyword(s):  
Catalytic Activity ◽  
Alkyl Halide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Systematic Research ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
Electron Withdrawing Group

For the first time a systematic research on the catalytic activity of CuXn(X=Cl, Br, I; x=1,2) for the cross-coupling reaction of alkyl halides with Grignard reagents was carried out and environmentally friendly, economical CuBr2showed highest catalytic activity among the catalyst. The conditions of the cross-coupling reaction were studied. The suitable amount of catalyst, reaction temperature and time are 0.3% mol (based on alkyl halide), 67°C (reflux), 6 h, respectively. Under the optimal conditions, the yields of the cross-coupling could reach up to 93%. Moreover, Grignard reagent with an electron-rich group reacted rapidly and with an electron-withdrawing group reacted sluggishly.

Utilization of “Bis(Triphenylphosphine)Palladium” as Catalyst in the Cross Coupling Reaction of Terminal Acetylenes with Alkenyl Halides

1989 ◽  
Vol 19 (18) ◽  
pp. 3211-3220 ◽  
Author(s):  
F. Camps ◽  
E. Chamorro ◽  
V. Gasol ◽  
A. Guerrero
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
Terminal Acetylenes

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

Copper catalyzed grignard cross-coupling reaction with β-perfluoroalkyl-substituted alkyl halides

1996 ◽  
Vol 37 (31) ◽  
pp. 5557-5560 ◽  
Author(s):  
Rie Shimizu ◽  
Eiichi Yoneda ◽  
Takamasa Fuchikami
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Cross Coupling Reaction

ChemInform Abstract: Synthesis of Iron(III) Complex Bearing Tridentate β-Aminoketonato Ligand: Application to Iron-Catalyzed Cross-Coupling Reaction of Arylmagnesium Bromides with Alkyl Halides.

ChemInform ◽  
2012 ◽  
Vol 43 (8) ◽  
pp. no-no
Author(s):  
Yoshitaka Yamaguchi ◽  
Hiroaki Ando ◽  
Makoto Nagaya ◽  
Hideto Hinago ◽  
Takashi Ito ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Cross Coupling Reaction

Pd-catalyzed desulfitative arylation of olefins by N-methoxysulfonamide

2022 ◽  
Author(s):  
Subhadra Ojha ◽  
Niranjan Panda
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Type Reaction ◽  
Cross Coupling Reaction ◽  
The Cross

A novel Pd-catalyzed protocol desulfitative Heck type reaction of N-methoxy aryl sulfonamides with alkenes was reported. The cross-coupling reaction was performed successfully with a variety of olefins to obtainaryl alkenes....

scholarly journals A DFT Study on FeI/FeII/FeIII Mechanism of the Cross-Coupling between Haloalkane and Aryl Grignard Reagent Catalyzed by Iron-SciOPP Complexes

Molecules ◽  
2020 ◽  
Vol 25 (16) ◽  
pp. 3612 ◽  
Author(s):  
Akhilesh Sharma ◽  
Masaharu Nakamura
Keyword(s):  
Density Functional ◽  
Molecular Mechanic ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Dft Study ◽  
Reaction Pathways ◽  
Hydrogen Elimination ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
A Chain

To explore plausible reaction pathways of the cross-coupling reaction between a haloalkane and an aryl metal reagent catalyzed by an iron–phosphine complex, we examine the reaction of FeBrPh(SciOPP) 1 and bromocycloheptane employing density functional theory (DFT) calculations. Besides the cross-coupling, we also examined the competitive pathways of β-hydrogen elimination to give the corresponding alkene byproduct. The DFT study on the reaction pathways explains the cross-coupling selectivity over the elimination in terms of FeI/FeII/FeIII mechanism which involves the generation of alkyl radical intermediates and their propagation in a chain reaction manner. The present study gives insight into the detailed molecular mechanic of the cross-coupling reaction and revises the FeII/FeII mechanisms previously proposed by us and others.

ChemInform Abstract: Cross-Coupling Reaction of tert-Alkyl Halides with Grignard Reagents in Dichloromethane as a Non-Lewis Basic Medium.

ChemInform ◽  
1988 ◽  
Vol 19 (29) ◽  
Author(s):  
M. OHNO ◽  
K. SHIMIZU ◽  
K. ISHIZAKI ◽  
T. SASAKI ◽  
S. EGUCHI
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Basic Medium ◽  
Cross Coupling Reaction
Sign in / Sign up

Export Citation Format

Share Document