Synthesis of Sulfamides

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A one-flow reaction of inexpensive chlorosulfonic acid rapidly (≤90 s) provides unsymmetrical sulfamides and sulfamate esters by changing a nucleophile and a tertiary amine. In the synthesis of sulfamate esters, symmetrical sulfite formation was suppressed by using pyridine as base. The desired products containing acidic and/or basic labile groups can be isolated without tedious purification.
N. Sugisawa, K. Nakabayashi, H. Sugisawa, S. Fuse, Org. Lett., 2024, 26, 2741-2744.

The combination of calcium triflimide and DABCO activates sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides for SuFEx with amines to provide a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions.
S. Mahapatra, C. P. Woroch, T. W. Butler, S. N. Carneiro, S. C. Kwan, S. R. Khasnavis, J. Gu, J. K. Dutra, B. C. Vetelino, J. Bellenger, C. W. am Ende, N. D. Ball, Org. Lett., 2020, 22, 4389-4394.

N-(tert-Butoxycarbonyl)-N-[4-(dimethylazaniumylidene)-1,4-dihydropyridin-1-ylsulfonyl]azanide allowed sulfamoylation of amines under very mild conditions to give sulfamide derivatives in good yields.
J.-Y. Winum, L. Toupet, V. Barragan, G. Dewynter, J.-L. Montero, Org. Lett., 2001, 3, 2241-2243.