Concepedia

RAPID, ONE-POT CONVERSION OF ARYL FLUORIDES INTO PHENOLS WITH 2-BUTYN-1-OL AND POTASSIUM<i>t</i>-BUTOXIDE IN DMSO

Jeremy I. Levin, Mila T. Du

Synthetic Communications · 2002 · 28 citations · 7 references

DOI

Concepts

Abstract

ABSTRACT Aryl fluorides react rapidly with 2-butyn-1-ol and potassium t-butoxide in DMSO under microwave irradiation to give propargylic ethers. These ethers isomerize in situ to the corresponding allenyl ethers, which hydrolyze on work-up to give phenols in good yield.

References

7

Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

Hari Babu Mereyala, Srinivas Reddy Gurrala, S. Krishna Mohan · Tetrahedron · 1999 · 58 citations

, , +8

Nucleophilic aromatic substitution by hydroxide ion under phase-transfer catalysis conditions; fluorine displacement in polyfluorobenzene derivatives

David Feldman, Drorit Segal-Lew, Mordecai Rabinovitz · The Journal of Organic Chemistry · 1991 · 36 citations

, , +6

Selective dealkylation of methoxyanthraquinones via difluoro[1-hydroxymethoxyanthraquinonato-O 1,O 9]boron chelates: synthesis of hydroxymethoxyanthraquinones

Peter N. Preston, Thomas Winwick, John Morley · Journal of the Chemical Society Perkin Transactions 1 · 1983 · 26 citations

, , +9

Microwave Promoted Rapid Isomerisation of Propargyl Ethers into Allenyl Ethers

Firouz Matloubi Moghaddam, Rahdar Emami · Synthetic Communications · 1997 · 23 citations

, , +11

Heteroannulated‐9,10‐anthracenediones. The synthesis of substituted 5‐ and 7‐chloroanthra[1,9‐<i>cd</i>]pyrazol‐6(2<i>H</i>)‐ones, precursors to anticancer anthrapyrazoles

H. D. Hollis Showalter, Judith L. Johnson, Jeanne M. Hoftiezer · Journal of Heterocyclic Chemistry · 1986 · 21 citations

, , +12