Mechanism of formation of Grignard reagents. Kinetics of reaction of substituted aryl bromides with magnesium and with tri-n-butyltin hydride in ethereal solvents

1980 ◽  
Vol 102 (1) ◽  
pp. 231-238 ◽  
Author(s):  
Harold R. Rogers ◽  
Randall J. Rogers ◽  
H. Lee Mitchell ◽  
George M. Whitesides
1980 ◽  
Vol 102 (1) ◽  
pp. 217-226 ◽  
Author(s):  
Harold R. Rogers ◽  
Craig L. Hill ◽  
Yuzo Fujiwara ◽  
Randall J. Rogers ◽  
H. Lee Mitchell ◽  
...  

1983 ◽  
Vol 48 (6) ◽  
pp. 1608-1617 ◽  
Author(s):  
Vladimír Macháček ◽  
Jaroslav Andrle ◽  
Vojeslav Štěrba

Reaction of 1-chloro-2,4,6-trinitrobenzene (I) with anions of 2,4-pentanedione (II) and methyl 3-oxobutanoate (III) produces 3-(2,4,6-trinitrophenyl)-2,4-pentanedione (IV) and methyl 2-(2,4,6-trinitrophenyl)-3-oxobutanoate (V), respectively, besides 2,4,6-trinitrophenol (VI). Amount of 2,4,6-trinitrophenol decreases with increasing amount of dimethyl sulphoxide and 2,4-pentanedione in methanol. A mechanism of formation of 2,4,6-trinitrophenol is suggested. Rate constant of formation of 3-(2,4,6-trinitrophenyl)-2,4-pentanedione in methanol-dimethyl sulphoxide mixtures increases with increasing content of dimethyl sulphoxide and decreases with increasing LiCl concentration. In methanol, 1-chloro-2,4,6-trinitrobenzene reacts with anion of 2,4-pentanedione about 20x slower than with anion of methyl 3-oxobutanoate.


1999 ◽  
Vol 23 (2) ◽  
pp. 164-165
Author(s):  
Goverdhan L. Kad ◽  
Anupam Khurana ◽  
Vasundhara Singh ◽  
Jasvinder Singh

Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCI4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeO2/ButOOH adsorbed over SiO2 as key steps.


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