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CC BY 4.0 · SynOpen 2022; 06(04): 319-328
DOI: 10.1055/a-1981-9151
DOI: 10.1055/a-1981-9151
paper
Synthesis of α-Sulfoximino Tetrazoles via Azido-Ugi Four-Component Reaction
The project was supported by DST-SERB (ECR/2018/001462), CSIR-New Delhi (02(0445)/21/EMR-II), DST-FIST program. C.P.I.J. thanks CSIR-New Delhi for a Fellowship and for support of the HRMS facility (Dept. of Chemistry, NIT-Trichy). Funding provided to R.K. was due to DST-FIST (II) for the Single Crystal Facility at the Department of Chemistry, Panjab University, Chandigarh.
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 InCl3. 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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1981-9151.
- Supporting Information
Publication History
Received: 12 October 2022
Accepted after revision: 17 November 2022
Accepted Manuscript online:
17 November 2022
Article published online:
12 December 2022
© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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