title: Regioselective syntheses of 1,2-benzothiazines by rhodium-catalyzed annulation reactions.
abstract: Rhodium-catalyzed directed carbene insertions into aromatic CH bonds of S-aryl sulfoximines lead to intermediates, which upon dehydration provide 1,2-benzothiazines in excellent yields. The domino-type process is regioselective and shows a high functional-group tolerance. It is scalable, and the only by-products are dinitrogen and water. Three illustrative transformations underscore the synthetic value of the products.
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany).
authors: Ying
authors: Y
authors: Cheng
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany). carsten.bolm@oc.rwth-aachen.de.
authors: Carsten
authors: C
authors: Bolm
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013843:Thiazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C000606503:1,2-benzothiazine; D009942:Organometallic Compounds; D013843:Thiazines; D012238:Rhodium
keywords: CH activation; carbenes; diazo compounds; heterocycles; rhodium