4.8 Article

Sulfinimidate Esters as an Electrophilic Sulfinimidoyl Motif Source: Synthesis of N-Protected Sulfilimines from Grignard Reagents

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ORGANIC LETTERS
卷 23, 期 17, 页码 6850-6854

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02413

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  1. Italian MIUR [FISR2020IP_01721]
  2. University of Bari (Ateneo Degennaro2019)
  3. Dompe Farmaceutici spa

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The reactivity of sulfinimidate esters as electrophilic sulfinimidoyl motif source and their reaction with Grignard reagents for preparation of protected sulfilimines were investigated for the first time in this work. Results showed high yields, remarkable structural variability, and environmentally responsible conditions using CPME as a green solvent for this transformation.
In this work we investigated, for the first time, the reactivity of sulfinimidate esters as an electrophilic sulfinimidoyl motif source. The reaction of such sulfinimidate esters with Grignard reagents enables the preparation of protected sulfilimines in high yields and with a remarkable structural variability. Moreover, the transformation can be performed in CPME (cyclopentyl methyl ether) as a green solvent under environmentally responsible conditions.

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