Acid-Promoted Cyclization of α-Azidobenzyl Ketones through CâN Bond Formation: Synthesis of 6-Substituted Quinoline Derivatives.
Org Lett
; 26(3): 586-590, 2024 Jan 26.
Article
em En
| MEDLINE
| ID: mdl-38198745
ABSTRACT
An acid-promoted cyclization of α-azidobenzyl ketones has been developed for the synthesis of 6-substituted quinoline derivatives. A variety of synthetically useful 6-OTf or -OMs quinoline derivatives were obtained in moderate to good yields. The reaction proceeds via CâN bond formation without organophosphine, providing convenient access to structurally interesting and synthetically important 6-substituted quinoline derivatives in moderate to good yields. A mechanistic perspective that is different from the traditional intramolecular Schmidt reaction has been proposed.
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MEDLINE
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En
Ano de publicação:
2024
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Article