Bi(OTf)3-Catalyzed Regioselective Ring Opening of Epoxides with Phenols: Facile Synthesis of 1,3-Diaryloxy-2-propanols.

ChemInform ◽  
2006 ◽  
Vol 37 (1) ◽  
Author(s):  
Ahmed Kamal ◽  
Syed Kaleem Ahmed ◽  
Mahendra Sandbhor ◽  
Mohammed Naseer Ahmed Khan ◽  
Mohammed Arifuddin
Keyword(s):  
Ring Opening ◽  
Facile Synthesis ◽  
Ring Opening Of Epoxides

Facile Synthesis of Hydroxy-Substituted Thiacrown Ethers via Nucleophilic Ring Opening of Epoxides

Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2214-2220 ◽  
Author(s):  
Monika Stefaniak ◽  
Jarosław Romański
Keyword(s):  
Click Chemistry ◽  
Ring Opening ◽  
Facile Synthesis ◽  
Step Procedure ◽  
Ring Opening Of Epoxides ◽  
One Step ◽  
Thiacrown Ethers ◽  
Hydroxy Groups ◽  
First Time ◽  
Nucleophilic Ring Opening

The title thiacrown ethers were prepared in a one-step procedure to give a series of unique macrocycles possessing two unsubstituted hydroxy groups that can be easily functionalized. In addition, epoxides and macrocycles derived from Cookson’s birdcage diketone, were prepared. The nucleophilic ring opening of epoxides synthesis can be classified in the frame of click chemistry. Surprisingly, some of the prepared allyl substituted polyglycols as well as bis-epoxides, especially sulfur analogues, were prepared for the first time.

Bi(OTf)3-catalyzed Regioselective Ring Opening of Epoxides with Phenols: Facile Synthesis of 1,3-Diaryloxy-2-propanols

2005 ◽  
Vol 34 (8) ◽  
pp. 1142-1143 ◽  
Author(s):  
Ahmed Kamal ◽  
Syed Kaleem Ahmed ◽  
Mahendra Sandbhor ◽  
Mohammed Naseer Ahmed Khan ◽  
Mohammed Arifuddin
Keyword(s):  
Ring Opening ◽  
Facile Synthesis ◽  
Ring Opening Of Epoxides

Difluorocarbene induced facile synthesis of chlorohydrins from glycidyl ethers

2004 ◽  
Vol 82 (8) ◽  
pp. 1249-1253 ◽  
Author(s):  
Sapna Singh ◽  
Pinaki S Bhadury ◽  
Mamta Sharma ◽  
Meehir Palit ◽  
Devendra K Jaiswal
Keyword(s):  
Key Words ◽  
Ring Opening ◽  
High Yield ◽  
Facile Synthesis ◽  
Glycidyl Ethers ◽  
Ring Opening Of Epoxides

A novel and unusual approach based on a ClCF2COONa–DMF system has been developed for the synthesis of chlorohydrins via an unexpected mechanism. In a first ever report for the synthesis of chlorohydrins from glycidyl ethers, e.g., CH2=CH-CH2-O-Z, CH3CH2-O-Z, C6H5-O-Z, C6H4(o-CH3)-O-Z, CH2=C(CH3)C(=O)-O-Z, etc., (where Z = glycidyl), difluorocarbene-induced facile regioselective ring opening of epoxides has generated the compound in high yield (70%–83%). [Formula: see text] Key words: difluorocarbene, sodium chlorodifluoroacetate, chlorohydrins.

Facile synthesis of vicinal halohydrins via organocatalytic halogen nucleophile-induced regioselective opening of epoxides

2021 ◽  
Vol 18 ◽  
Author(s):  
Niharika Sinha ◽  
Anchal Singhal ◽  
Deeksha Sharma ◽  
Shiv Murat Singh Chauhan
Keyword(s):  
Ring Opening ◽  
Functional Group ◽  
Solvent Polarity ◽  
Halide Ions ◽  
Facile Synthesis ◽  
Reaction Conditions ◽  
Halide Anion ◽  
Ring Opening Of Epoxides ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Background: The calix[4]pyrrole is reported as a novel organocatalyst for regioselective ring opening of epoxides under mild reaction conditions. Methods: The reaction involves elemental halogen as a nucleophile to afford vicinal halohydrins in good to excellent yield (75-95%). Results : The reactivity of the halide anion in the reaction is governed by different factors, including solvent polarity, temperature and non-covalent interactions of the functional group present on calix[4]pyrrole moiety with halide ions. Conclusion: An efficient methodology has been developed for the regioselective synthesis of halohydrins in good to excellent yields.

Facile Synthesis of Aminoalcohols by Ring Opening of Epoxides Under Solvent Free Conditions

2004 ◽  
Vol 34 (13) ◽  
pp. 2393-2406 ◽  
Author(s):  
Gloria Huerta ◽  
Guadalupe Contreras‐Ordoñez ◽  
C. Alvarez‐Toledano ◽  
Víctor Santes ◽  
Elizabeth Gómez ◽  
...  
Keyword(s):  
Ring Opening ◽  
Solvent Free ◽  
Facile Synthesis ◽  
Solvent Free Conditions ◽  
Ring Opening Of Epoxides
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