title: Efficient carbazole synthesis via Pd/Cu-cocatalyzed cross-coupling/isomerization of 2-allyl-3-iodoindoles and terminal alkynes.
abstract: The Pd/Cu-cocatalyzed one-pot reaction of 2-allyl-3-iodo-1-tosyl-1H-indoles and terminal alkynes afforded carbazoles highly efficiently via sequential carbon-carbon coupling, isomerization, cyclization, and aromatization forming a benzene ring. Both Pd and Cu are responsible for the coupling step, while K2CO3 was observed to be critical for the subsequent cyclization.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, P. R. China.
authors.forename: Can
authors.initials: C
authors.lastname: Zhu
authors.forename: Shengming
authors.initials: S
authors.lastname: Ma
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002227:Carbazoles; D006847:Hydrocarbons, Iodinated; D007211:Indoles; D010165:Palladium; D003300:Copper