Synthesis p. 468 - 470 (1993)
Update date:2022-08-16
Topics:
Prajapati
Singh
Mahajan
Sandhu
Chlorosulfonylmethylene(dimethyl)ammonium chloride (1) is a highly reactive dehydrating agent which provides an efficient entry to 3,4-dihydro-3-phenyl-2H-benzothiazine 1,1-dioxides 4, 4,5-dihydro-4-(4-oxo-4H-1-benzopyran-3-yl)-3H-1,2,5-benzoxathiazepine 2,2-dioxides 6 and 2-aryl-5-dimethylamino-5,6-dihydro-2H-1,2,4-thiadiazine 1,1-dioxides 8 via cycloaddition reactions of imines 3, nitrones 5 and 1,3-diazabutadiene derivatives 7 with in situ generated sulfene directly from the corresponding sulfonic acids. The seven-membered azasultone structural assignments are supported by spectroscopic data.
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