38475-13-7Relevant academic research and scientific papers
DABCO-bis (sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: Utility in sulfonamide and sulfamide preparation
Woolven, Holly,Gonzalez-Rodriguez, Carlos,Marco, Isabel,Thompson, Amber L.,Willis, Michael C.
, p. 4876 - 4878 (2011)
The charge-transfer complex generated from the combination of DABCO and sulfur dioxide, DABSO, is a bench-stable colorless solid suitable for use in organic synthesis as a replacement for gaseous sulfur dioxide. The complex can be combined with Grignard reagents to form sulfinates, which can then be converted in situ to a series of sulfonamides. Alternatively, reaction with anilines and iodine leads to the formation of a series of sulfamides. Cheletropic addition between DABSO and 2,3-dimethylbutadiene provides the corresponding sulfolene.
Electrochemical synthesis of sulfamides
Blum, Stephan P.,Sch?ffer, Lukas,Schollmeyer, Dieter,Waldvogel, Siegfried R.
supporting information, p. 4775 - 4778 (2021/05/25)
Herein we demonstrate the first electrochemical synthesis protocol of symmetrical sulfamides directly from anilines and SO2mediated by iodide. Sulfamides are an emerging functional group in drug design. Highlights are the direct use of SO2from a stock solution and no necessity of any supporting electrolyte. Overall, the reaction has been demonstrated for 15 examples with yields up to 93%.
Microwave-assisted synthesis of some substituted sulfamides
Gediz Erturk, Aliye,Bekdemir, Yunus
, p. 285 - 292 (2014/01/06)
Microwave-assisted synthesis of some substituted open-chain and cyclic sulfamides, by amine-exchange reaction, was studied in a modified domestic microwave oven. Reaction times and yields under microwave radiation were compared with classical heating. Synthesis of the sulfamides under microwave irradiation gave better yields with the desired compounds, and in considerably reduced reaction times, than those obtained by classical heating. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]
Sulfamides and sulfamide polymers directly from sulfur dioxide
Leontiev, Alexander V.,Rasika Dias,Rudkevich, Dmitry M.
, p. 2887 - 2889 (2008/09/18)
SO2 gas is effectively used for the preparation of N,N′-diarylsulfamides and shape-persistent sulfamide polymers, which utilize a network of intermolecular N-H...O=S hydrogen bonds to self-assemble into soft porous materials. The Royal Society of Chemistry 2006.
