Methods for the Direct Synthesis of Benzoxazoles from Halogenated Nitriles in Alcoholic Solvents

Roy P. Lester, Jason E. Camp

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Two complementary approaches for the direct synthesis of 2-dichloro- and 2-trichlorobenzoxazoles from 2-aminophenols and halogenated nitriles are reported. A green, noncatalyzed method was shown to proceed in an alcoholic solvent without the addition of exogenous acid or base. This method provides a clean and robust synthesis of these important heterocycles, which contain a key functional group handle at the 2-position. A complementary platinum multifaceted catalysis approach was also developed in which the metal can catalyzes multiple mechanistically distinct processes. This method allows for an improved use of the metal catalyst vs stepwise protocols and provides increased flexibility in the choice of reaction conditions.

LanguageEnglish
Pages545-548
Number of pages4
JournalACS Sustainable Chemistry and Engineering
Volume1
Issue number5
Early online date26 Mar 2013
DOIs
Publication statusPublished - 6 May 2013
Externally publishedYes

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Benzoxazoles
Nitriles
Metals
Platinum
Functional groups
Catalysis
metal
catalysis
platinum
Catalysts
functional group
Acids
catalyst
acid
method

Cite this

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Methods for the Direct Synthesis of Benzoxazoles from Halogenated Nitriles in Alcoholic Solvents. / Lester, Roy P.; Camp, Jason E.

In: ACS Sustainable Chemistry and Engineering, Vol. 1, No. 5, 06.05.2013, p. 545-548.

Research output: Contribution to journalArticle

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