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


ABSTRACT: 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 Cn) substituents.

SUBMITTER: Wong YF 

PROVIDER: S-EPMC9942189 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature

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

Wong Yuk Fai YF   Hernandez Ivan I   Pettus Thomas R R TRR  

The Journal of organic chemistry 20230131 4


A novel method for joining <i>four</i> 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 <i>o</i>-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<sub><i>n</i></sub>) substituents. ...[more]

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