Sulfinimidate Esters as an Electrophilic Sulfinimidoyl Motif Source: Synthesis of <i>N</i>-Protected Sulfilimines from Grignard Reagents
Michael Andresini, Mauro Spennacchio, Marco Colella, Gianluca Losito, Andrea Aramini, Leonardo Degennaro, Renzo Luisi
Abstract
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.
Topics & Concepts
ChemistryElectrophileReagentSolventGrignard reagentDiethyl etherCombinatorial chemistryEtherOrganic chemistryGrignard reactionStructural motifStereochemistryCatalysisBiochemistrySulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and Activities