ChemInform Abstract: Methylation of Bidentate Nitrogen-Containing Heterocycles with Methyl Iodide and Potassium Hydroxide in Dimethyl Sulfoxide.

ChemInform ◽  
1990 ◽  
Vol 21 (22) ◽  
Author(s):  
E. GIORGINI ◽  
L. GRECI ◽  
G. TOSI ◽  
V. BOCCHI
Keyword(s):  
Dimethyl Sulfoxide ◽  
Methyl Iodide ◽  
Potassium Hydroxide

scholarly journals Aliphatic diazo compounds. IX. The base-induced dimerization of α-diazo ketones

1969 ◽  
Vol 47 (21) ◽  
pp. 3997-4004 ◽  
Author(s):  
Peter Yates ◽  
R. G. F. Giles ◽  
D. G. Farnum
Keyword(s):  
Benzoic Acid ◽  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Ammonium Acetate ◽  
Butyl Alcohol ◽  
Diazo Compounds ◽  
Prolonged Treatment ◽  
Independent Synthesis

Treatment of 2-diazoacetophenone (1) with potassium t-butoxide in t-butyl alcohol gives a colorless dimer, which is shown to be 5-benzoyl-2-phenacyltetrazole (4) by its independent synthesis by phenacylation of 5-benzoyltetrazole. The latter reaction also gives 5-benzoyl-1-phenacyltetrazole (3), which is distinguished from 4 by its reduction to di(2-hydroxy-2-phenylethyl)amine and by its cyclization on treatment with ammonium acetate. The assignment of the structure of the colorless dimer of 1 permits the postulation of related pathways for its formation and that of the red-brown dimer obtained on treatment of 1 with potassium hydroxide in dimethyl sulfoxide. 2-Phenacyltetrazole (22) and benzoic acid are formed in addition to 4 on treatment of 1 with potassium t-butoxide in t-butyl alcohol; these are considered to arise via cleavage of 4, since prolonged treatment of 4 and 3 with potassium t-butoxide in t-butyl alcohol gives 22 and 1-phenacyltetrazole (24), respectively. Compounds 22 and 24 have been prepared independently by phenacylation of tetrazole.

Synthesis of Simple Unsymmetrical Ethers from Alcohols and Alkyl Halides or Sulfates: The Potassium Hydroxide/Dimethyl Sulfoxide System

Synthesis ◽  
1979 ◽  
Vol 1979 (06) ◽  
pp. 428-429 ◽  
Author(s):  
David R. Benedict ◽  
Thomas A. Bianchi ◽  
Laurence A. Cate
Keyword(s):  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Alkyl Halides

Potassium hydroxide-Dimethyl sulfoxide

2006 ◽  
Author(s):  
Tse-Lok Ho ◽  
Mary Fieser ◽  
Louis Fieser ◽  
Rick Danheiser ◽  
William Roush
Keyword(s):  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide

ChemInform Abstract: Dimethyl Sulfoxide/Potassium Hydroxide: A Superbase for the Transition Metal-Free Preparation of Cross-Coupling Products.

ChemInform ◽  
2011 ◽  
Vol 42 (14) ◽  
pp. no-no
Author(s):  
Yu Yuan ◽  
Isabelle Thome ◽  
Seok Hwan Kim ◽  
Duanteng Chen ◽  
Astrid Beyer ◽  
...  
Keyword(s):  
Transition Metal ◽  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Cross Coupling ◽  
Metal Free

scholarly journals Corrigendum: Dimethyl Sulfoxide/Potassium Hydroxide: A Superbase for the Transition Metal-Free Preparation of Cross-Coupling Products

2010 ◽  
Vol 352 (18) ◽  
pp. 3112-3112
Author(s):  
Yu Yuan ◽  
Isabelle Thomé ◽  
Seok Hwan Kim ◽  
Duanteng Chen ◽  
Astrid Beyer ◽  
...  
Keyword(s):  
Transition Metal ◽  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Cross Coupling ◽  
Metal Free

Dimethyl Sulfoxide/Potassium Hydroxide: A Superbase for the Transition Metal-Free Preparation of Cross-Coupling Products

2010 ◽  
Vol 352 (17) ◽  
pp. 2892-2898 ◽  
Author(s):  
Yu Yuan ◽  
Isabelle Thomé ◽  
Seok Hwan Kim ◽  
Duanteng Chen ◽  
Astrid Beyer ◽  
...  
Keyword(s):  
Transition Metal ◽  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Cross Coupling ◽  
Metal Free
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