Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane

1997 ◽  
Vol 75 (12) ◽  
pp. 1905-1912 ◽  
Author(s):  
Masao Hirano ◽  
Shigetaka Yakabe ◽  
Hiroyuki Monobe ◽  
Takashi Morimoto
Keyword(s):  
Biphasic System ◽  
Sodium Chlorite ◽  
Alkyl Aryl ◽  
Mild Conditions ◽  
Aryl Ethers ◽  
Phenyl Ethers ◽  
Alkyl Aryl Ethers

The reaction of alkyl phenyl ethers with sodium chlorite in dichloromethane in the presence of a (salen)manganese(III) complex and alumina preloaded with a small amount of water afforded monochlorination products with unusually high para selectivities under mild conditions. The NaClO2-based biphasic system can also be successfully used for the regioselective monochlorination of substituted anisoles and polymethoxybenzenes. Keywords: aromatic chlorination, alkyl aryl ethers, sodium chlorite, (salen)manganese(III) complex, alumina.

Etherification of phenols by amines via transient diazonium intermediates

2020 ◽  
Vol 98 (9) ◽  
pp. 480-484 ◽  
Author(s):  
Guillaume Reynard ◽  
Hugo Mayrand ◽  
Hélène Lebel
Keyword(s):  
Alkyl Aryl ◽  
Mild Conditions ◽  
Alkyl Groups ◽  
Aryl Ethers ◽  
Tertiary Alkyl ◽  
Alkyl Aryl Ethers

In this paper, the synthesis of alkyl aryl ethers from electron poor phenols and amines, using 1,3-propanedinitrite, is described. Due to the mild conditions, functionalized primary, secondary, and tertiary alkyl groups were successfully introduced, denoting a highly tolerant process that allows for unprotected alcohols and acetals. The reaction is thought to proceed through the formation of a diazonium intermediate that undergoes subsequent SN2 or SN1 reactions.

ChemInform Abstract: Selective Dealkylation of Alkyl Aryl Ethers.

ChemInform ◽  
2016 ◽  
Vol 47 (8) ◽  
pp. no-no
Author(s):  
Ming-Xin Zhang ◽  
Xu-Hong Hu ◽  
Yun-He Xu ◽  
Teck-Peng Loh
Keyword(s):  
Alkyl Aryl ◽  
Aryl Ethers ◽  
Alkyl Aryl Ethers

ChemInform Abstract: Functionalization of the Alkoxy Group of Alkyl Aryl Ethers. Demethylation, Alkylthiolation and Reduction of 5-Methoxyindoles.

ChemInform ◽  
2010 ◽  
Vol 26 (19) ◽  
pp. no-no
Author(s):  
C. CAUBERE ◽  
P. CAUBERE ◽  
P. RENARD ◽  
J.-G. BIZOT-ESPIART ◽  
S. IANELLI ◽  
...  
Keyword(s):  
Alkoxy Group ◽  
Alkyl Aryl ◽  
Aryl Ethers ◽  
Alkyl Aryl Ethers

Electrostatic and Electrophilic Catalysis in the Reductive Cleavage of Alkyl Aryl Ethers. The Influence of Ion Pairing on the Regioselectivity

2000 ◽  
Vol 65 (2) ◽  
pp. 322-331 ◽  
Author(s):  
Francisco Casado ◽  
Luisa Pisano ◽  
Maria Farriol ◽  
Iluminada Gallardo ◽  
Jordi Marquet ◽  
...  
Keyword(s):  
Ion Pairing ◽  
Reductive Cleavage ◽  
Alkyl Aryl ◽  
Aryl Ethers ◽  
Alkyl Aryl Ethers

Catalytic Enantioselective 1,3-Alkyl Shift in Alkyl Aryl Ethers: Efficient Synthesis of Optically Active 3,3′-Diaryloxindoles

2018 ◽  
Vol 57 (20) ◽  
pp. 5735-5739 ◽  
Author(s):  
Amol B. Gade ◽  
Pradip N. Bagle ◽  
Popat S. Shinde ◽  
Vipin Bhardwaj ◽  
Subhrashis Banerjee ◽  
...  
Keyword(s):  
Optically Active ◽  
Efficient Synthesis ◽  
Alkyl Aryl ◽  
Aryl Ethers ◽  
Alkyl Aryl Ethers

scholarly journals DEALKYLATION OF ALKYL ARYL ETHERS BY NITRITE ION

1976 ◽  
Vol 5 (11) ◽  
pp. 1203-1206 ◽  
Author(s):  
Tamio Sakai ◽  
Nobuhisa Yasuoka ◽  
Hiroshi Minato ◽  
Michio Kobayashi
Keyword(s):  
Nitrite Ion ◽  
Alkyl Aryl ◽  
Aryl Ethers ◽  
Alkyl Aryl Ethers
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