e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Triton B–Mediated Efficient and Convenient Alkoxylation of Activated Aryl and Heteroaryl Halides

HM Meshram, PR Goud, BC Reddy…

Index: Meshram; Goud, P. Ramesh; Reddy, B. Chennakesava; Kumar, D. Aravind Synthetic Communications, 2010 , vol. 40, # 14 p. 2122 - 2129

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Citation Number: 3

Abstract

A simple and convenient one-pot synthesis of aryl alkyl ethers by the alkoxylation of aryl halides with alcohol in the presence of Triton B as a base is described. The procedure is applicable for a variety of aryl and heteroaryl halides, and yields are very good. The use of a nonmetallic base and solvent-free conditions are important features of the reaction.

Ethanol Structure

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

~79%

2-Ethoxybenzonitrile Structure

2-Ethoxybenzonitrile

2-Iodo-5-nitropyridine Structure

2-Iodo-5-nitrop...

Ethanol Structure

~92%

2-ethoxy-5-nitropyridine Structure

2-ethoxy-5-nitr...

1-Propanol Structure

4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

~78%

4-Propoxybenzaldehyde Structure

4-Propoxybenzal...

Methanol Structure

1-Fluoro-4-nitrobenzene Structure

1-Fluoro-4-nitr...

~95%

4-Nitroanisole Structure

2-Iodo-5-nitropyridine Structure

2-Iodo-5-nitrop...

Isopropanol Structure

~85%

2-ISOPROPOXY-5-NITRO-PYRIDINE Structure

2-ISOPROPOXY-5-...

1-Propanol Structure

4'-Fluoroacetophenone Structure

4'-Fluoroacetop...

~77%

Ethanone,1-(4-propoxyphenyl)- Structure

Ethanone,1-(4-p...

4'-Fluoroacetophenone Structure

4'-Fluoroacetop...

Isopropanol Structure

~75%

4-Isopropoxyacetophenone Structure

4-Isopropoxyace...

Methanol Structure

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

~79%

2-Methoxybenzonitrile Structure

2-Methoxybenzon...

Methanol Structure

4'-Fluoroacetophenone Structure

4'-Fluoroacetop...

~87%

Acetanisole Structure

Methanol Structure

4-Fluorobenzophenone Structure

4-Fluorobenzophenone

~95%

4-Methoxybenzophenone Structure

4-Methoxybenzop...

Ethanol Structure

1-Fluoro-4-nitrobenzene Structure

1-Fluoro-4-nitr...

~90%

1-Ethoxy-4-nitrobenzene Structure

1-Ethoxy-4-nitr...

4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

Isopropanol Structure

~78%

4-isopropoxybenzaldehyde Structure

4-isopropoxyben...

1-Propanol Structure

1-Fluoro-4-nitrobenzene Structure

1-Fluoro-4-nitr...

~91%

p-propoxynitrobenzene Structure

p-propoxynitrob...

Methanol Structure

1-Bromo-4-chloro-2-nitrobenzene Structure

1-Bromo-4-chlor...

~87%

p-Chloro-o-nitroanisole Structure

p-Chloro-o-nitr...

Ethanol Structure

4-Fluorobenzophenone Structure

4-Fluorobenzophenone

~89%

(4-Ethoxyphenyl)(phenyl)methanone Structure

(4-Ethoxyphenyl...

Methanol Structure

2-Iodo-5-nitropyridine Structure

2-Iodo-5-nitrop...

~97%

2-Methoxy-5-nitropyridine Structure

2-Methoxy-5-nit...

1-Propanol Structure

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

~78%

2-Propoxybenzonitrile Structure

2-Propoxybenzon...

2-Fluorobenzonitrile Structure

2-Fluorobenzonitrile

Isopropanol Structure

~71%

BENZONITRILE, 2-(1-METHYLETHOXY)- Structure

BENZONITRILE, 2...

Methanol Structure

1-Fluoro-2-methyl-4-nitrobenzene Structure

1-Fluoro-2-meth...

~92%

2-Methyl-4-nitroanisole Structure

2-Methyl-4-nitr...

Methanol Structure

2-Chloro-5-nitrotoluene Structure

2-Chloro-5-nitr...

~91%

2-Methyl-4-nitroanisole Structure

2-Methyl-4-nitr...

Methanol Structure

4,4′-difluorobenzophenone Structure

4,4′-difluorobe...

~89%

DMBP Structure

1-Propanol Structure

4-Fluorobenzophenone Structure

4-Fluorobenzophenone

~88%

phenyl-(4-propoxyphenyl)methanone Structure

phenyl-(4-propo...