Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction

[Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazole...

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Autores principales: Wong, Yuk Fai, Hernandez, Ivan, Pettus, Thomas R. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942189/
https://www.ncbi.nlm.nih.gov/pubmed/36720129
http://dx.doi.org/10.1021/acs.joc.2c02614
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author Wong, Yuk Fai
Hernandez, Ivan
Pettus, Thomas R. R.
author_facet Wong, Yuk Fai
Hernandez, Ivan
Pettus, Thomas R. R.
author_sort Wong, Yuk Fai
collection PubMed
description [Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazoles, followed by aqueous workup. Seventeen examples are presented with varied (-R, -R′ -R″, -R‴, -R⁗, and C(n)) substituents.
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spelling pubmed-99421892023-02-22 Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction Wong, Yuk Fai Hernandez, Ivan Pettus, Thomas R. R. J Org Chem [Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazoles, followed by aqueous workup. Seventeen examples are presented with varied (-R, -R′ -R″, -R‴, -R⁗, and C(n)) substituents. American Chemical Society 2023-01-31 /pmc/articles/PMC9942189/ /pubmed/36720129 http://dx.doi.org/10.1021/acs.joc.2c02614 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Wong, Yuk Fai
Hernandez, Ivan
Pettus, Thomas R. R.
Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title_full Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title_fullStr Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title_full_unstemmed Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title_short Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction
title_sort nucleophilic addition of 4,5-dihydrooxazole derivatives to base generated o-quinone methides: a four-component reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942189/
https://www.ncbi.nlm.nih.gov/pubmed/36720129
http://dx.doi.org/10.1021/acs.joc.2c02614
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AT pettusthomasrr nucleophilicadditionof45dihydrooxazolederivativestobasegeneratedoquinonemethidesafourcomponentreaction

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