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Synlett 2002(11): 1928-1930
DOI: 10.1055/s-2002-34907
DOI: 10.1055/s-2002-34907
LETTER
© Georg Thieme Verlag Stuttgart · New York
Catalytic Arylation of Sulfamoyl Chlorides: A Practical Synthesis of Sulfonamides
Further Information
Received
26 June 2002
Publication Date:
21 October 2002 (online)
Publication History
Publication Date:
21 October 2002 (online)
Abstract
Commercially available indium(III) triflate is shown to be an efficient catalyst for the sulfamoylation of aromatics.
Key words
catalysis - Lewis acids - indium - arylations - sulfonamides
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1a
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12b
2-Ethyl-3,4-dihydro-2H-benzo[e]- [1,2]thiazine 1,1-dioxide: white crystalline solid, mp 59-60 °C. 1H NMR (CDCl3): δ = 1.25-1.32 (t, 3 H, J = 7.2 Hz), 3.00 (t, 2 H, J = 6.4Hz), 3.26 (q, 2 H, 7.2 Hz), 3.89 (t, 2 H, J = 6.4 Hz), 7.21-7.86 (m, ar. Protons, 4 H). Expected: C, 56.8; N, 6.6; H, 6.20%. Found: C, 56.5; N, 6.5; H, 6.15%.
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References
All compounds have been satisfactorily charcterised by 1H NMR, 13C NMR and elemental analysis.