LiClO4· 3H2O promoted highly regioselective ring-opening of epoxides with thiols under neutral conditions

2006 ◽  
Vol 7 (4) ◽  
pp. 224-227 ◽  
Author(s):  
Najmodin Azizi ◽  
Mohammad R. Saidi
Keyword(s):  
Ring Opening ◽  
Ring Opening Of Epoxides ◽  
Neutral Conditions

Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions

2005 ◽  
Vol 83 (5) ◽  
pp. 505-507 ◽  
Author(s):  
Najmodin Azizi ◽  
Mohammad R Saidi
Keyword(s):  
Ring Opening ◽  
Room Temperature ◽  
Lithium Perchlorate ◽  
Solvent Free ◽  
Solvent Free Conditions ◽  
Reaction Proceeds ◽  
Ring Opening Of Epoxides ◽  
Neutral Conditions ◽  
Hindered Amines ◽  
Short Times

Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent.Key words: epoxide, lithium perchlorate, β-aminoalcohols, solvent-free.

Indium(I) iodide promoted cleavage of dialkyl disulfides — Application of the Michael addition of thiolate anions to conjugated carbonyl compounds and regioselective ring opening of epoxides

2006 ◽  
Vol 84 (5) ◽  
pp. 762-770 ◽  
Author(s):  
Brindaban C Ranu ◽  
Tanmay Mandal
Keyword(s):  
Michael Addition ◽  
Ring Opening ◽  
Unsaturated Ketones ◽  
Ring Opening Of Epoxides ◽  
Dialkyl Disulfides ◽  
Carboxylic Esters ◽  
Thiolate Anions ◽  
Neutral Conditions ◽  
Nucleophilic Ring Opening ◽  
The Michael Addition

Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions that then undergo facile addition to α,β-unsaturated ketones, aldehydes, carboxylic esters, and nitriles under neutral conditions producing corresponding β-ketosulfides or β-cyanosulfides. This strategy has also been used for the regioselective nucleophilic ring opening of epoxides by thiolate anions in presence of indium(III) chloride producing corresponding β-hydroxyphenyl sulfides. The reactions are in general, very clean, high yielding, and reasonably fast. Thus, simple and convenient procedures for the synthesis of β-ketosulfides or β-cyanosulfides and β-hydroxyalkyl sulfides have been developed using this cleavage reaction.Key words: indium(I) iodide, Michael addition, β-ketosulfide, β-cyanosulfide, epoxide, β-hydroxy sulfide.

scholarly journals Environmentally benign and highly regioselective ring opening of epoxides accelerated by ultrasound irradiation

2016 ◽  
Vol 9 (1) ◽  
pp. 76-84 ◽  
Author(s):  
Mohamed Mahmoud Nasef ◽  
Masoumeh Zakeri ◽  
Jahanbakhsh Asadi ◽  
Ebrahim Abouzari-Lotf ◽  
Arshad Ahmad ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ultrasound Irradiation ◽  
Environmentally Benign ◽  
Ring Opening Of Epoxides

Regioselective Ring Opening of Epoxides with [Fe(BTC)]

Synfacts ◽  
2010 ◽  
Vol 2010 (10) ◽  
pp. 1208-1208
Author(s):  
H. Garcia ◽  
A. Dhakshinamoorthy ◽  
M. Alvaro
Keyword(s):  
Ring Opening ◽  
Ring Opening Of Epoxides
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