Synthesis of 3‑alkyl and 1,3-Bis(alkyl)indolizine amides from α-bromohydroxamates

A simple and catalyst-free method has been developed for the synthesis of hindered indolizine amide derivatives from functionalized alkyl bromides. The reaction of a variety of indolizine derivatives with azaoxyallyl cations generated in situ from α-bromoamides afforded a wide range of synthetically...

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Bibliographic Details
Published in:Tetrahedron letters 2023-03, Vol.118, p.154386, Article 154386
Main Authors: Mane, Kishor D., Bagwe, Sagar S., More, Satish G., Suryavanshi, Gurunath
Format: Article
Language:English
Subjects:
Amides
HFIP
Indolizine
α-Bromohydroxamates
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Summary:A simple and catalyst-free method has been developed for the synthesis of hindered indolizine amide derivatives from functionalized alkyl bromides. The reaction of a variety of indolizine derivatives with azaoxyallyl cations generated in situ from α-bromoamides afforded a wide range of synthetically important mono- and di-alkylated indolizine amide derivatives in good to excellent yields. [Display omitted] A simple and catalyst-free method has been developed for the synthesis of hindered indolizine amide derivatives from functionalized alkyl bromides. The reaction of a variety of indolizine derivatives with azaoxyallyl cations generated in situ from α-bromoamides afforded a wide range of synthetically important mono- and di-alkylated indolizine amide derivatives in good to excellent yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2023.154386