Synthesis of α-Sulfoximino Tetrazoles via Azido-Ugi Four-Component Reaction

Abstract The sulfoximine-based tetrazoles have been synthesized via azido-Ugi four-component reactions of sulfoximines, isocyanides, aldehydes, and TMS-azide in MeOH at 70 °C in the presence of InCl 3 . Replacement of sulfoximines with sulfonimidamides (SIA) has delivered the corresponding SIA-based...

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Bibliographic Details
Published in:SynOpen (2017) 2022-12, Vol.6 (4), p.319-328
Main Authors: Jesin, C. P. Irfana, Kataria, Ramesh, Nandi, Ganesh Chandra
Format: Article
Language:English
Subjects:
isocyanides
sulfonimidamides
sulfoximines
tetrazoles
ugi reaction
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Summary:Abstract The sulfoximine-based tetrazoles have been synthesized via azido-Ugi four-component reactions of sulfoximines, isocyanides, aldehydes, and TMS-azide in MeOH at 70 °C in the presence of InCl 3 . Replacement of sulfoximines with sulfonimidamides (SIA) has delivered the corresponding SIA-based tetrazole. Interestingly, SIA also acts as a surrogate amine to furnish the corresponding aminotetrazole as a by-product.
ISSN:2509-9396
2509-9396
DOI:10.1055/a-1981-9151