Synthesis
DOI: 10.1055/a-2349-6944
paper

Annulation Reaction of Isoquinolinium Ylides with Sulfamate-Derived Cyclic Imines toward Polycyclic 1,3-Benzoxazepine Heterocycles

Koushik Patra
1   Department of Chemistry, Indian Institute of Technology Madras, Chennai, India (Ringgold ID: RIN37268)
,
Sana Mulani
2   Department of Chemistry, Indian Institute of Technology Madras, Chennai, India (Ringgold ID: RIN37268)
,
Mahiuddin Baidya
3   CHEMISTRY, IIT Madras, Chennai, India
› Institutsangaben
Gefördert durch: IIT Madras RF23241505CYRFER008650
Gefördert durch: Indian Institute of Technology Madras SB22231237CYETWO008189

A dearomatization-guided and (3+2) cycloaddition-triggered annulation reaction of in situ formed isoquinolinium ylides with sulfamate-derived cyclic imines is reported, offering a cogent synthesis of tetracyclic 1,3-benzoxazepine frameworks in high yields. The protocol features successive ring-forming and ring-breaking events in a cascade fashion and is also scalable.



Publikationsverlauf

Eingereicht: 29. Mai 2024

Angenommen nach Revision: 20. Juni 2024

Accepted Manuscript online:
20. Juni 2024

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