Room-Temperature ZnBr2 -Catalyzed Regioselective 1,6-Hydroarylation of Electron-Rich Arenes to para-Quinone Methides: Synthesis of Unsymmetrical Triarylmethanes.
Chem Asian J
; 18(3): e202201156, 2023 Feb 01.
Article
em En
| MEDLINE
| ID: mdl-36507597
ABSTRACT
A mild and efficient Zn(II)-catalyzed regioselective 1,6-hydroarylation of para-quinone methides (p-QMs) with electron-rich arenes protocol is reported. A variety of electron-rich arenes and para-quinone methides are well tolerated under mild conditions, delivering a broad range of triarylmethanes in good to excellent yields. The present method also works well for the hydroarylation of p-QMs with other nucleophiles, such as aniline, indole and phenol derivatives, offering the corresponding triarylmethanes with good yields under the standard conditions. The possible mechanism for the formation of C(sp3 )-C(sp2 ) bonds in hydroarylation reactions has been explored by step-by-step control experiments, and the reaction may follow a second-order manner in a chemical kinetic study.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2023
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Article