Experimental study demonstrates the synthesis of benzo[e][1,4,3]oxathiazin-3-one 1-oxides from sulfoximines, highlighting efficient solvent-free mechanochemical cyclization.
Cyclizations of NH-S-(2-hydroxyaryl)sulfoximines with 1,1′-carbonyldiimidazol (CDI) give unprecedented benzo[e][1,4,3]oxathiazin-3-one 1-oxides in good yields. The standard synthetic protocol involves the use of DCE at an increased temperature for 16 h. Under mechanochemical conditions, a representative product was obtained without a solvent at ambient temperature in only 60 min. X-ray single-crystal structure analysis confirmed the molecular scaffold representing a three-dimensional heterocycle.
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Periasamy et al. (2024) studied this question.
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