title: Pd(II)-catalyzed di-o-olefination of carbazoles directed by the protecting N-(2-pyridyl)sulfonyl group.
abstract: Despite the significance of carbazole in pharmacy and material science, examples of the direct C-H functionalization of this privileged unit are quite rare. The N-(2-pyridyl)sulfonyl group enables the Pd(II)-catalyzed ortho-olefination of carbazoles and related systems, acting as both a directing and readily removable protecting group. This method features ample structural versatility, affording typically the double ortho-olefination products (at C1 and C8) in satisfactory yields and complete regiocontrol. The application of this procedure to related heterocyclic systems, such as indoline, is also described.
authors: Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
authors: Beatriz
authors: B
authors: Urones
authors: Ramón
authors: R
authors: Gómez Arrayás
authors: Juan Carlos
authors: JC
authors: Carretero
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry; D013450:Sulfones / Q000737:chemistry
chemical_list: D000475:Alkenes; D002227:Carbazoles; D011725:Pyridines; D013450:Sulfones; D010165:Palladium