title: DABCO-bis(sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: utility in sulfonamide and sulfamide preparation.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK.
authors.forename: Holly
authors.initials: H
authors.lastname: Woolven
authors.forename: Carlos
authors.initials: C
authors.lastname: González-Rodríguez
authors.forename: Isabel
authors.initials: I
authors.lastname: Marco
authors.forename: Amber L
authors.initials: AL
authors.lastname: Thompson
authors.forename: Michael C
authors.initials: MC
authors.lastname: Willis
mesh_terms: D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D013458:Sulfur Dioxide / Q000737:chemistry*
chemical_list: D010879:Piperazines; D013449:Sulfonamides; D013458:Sulfur Dioxide; C007306:triethylenediamine