title: One-pot approach to installing eight-membered rings onto indoles.
abstract: Ring fusion: The Pd(0)-catalyzed reaction of 2-allyl-3-iodo-1-tosyl-1H-indoles and propargylic bromides affords dihydrocycloocta[b]indoles (see scheme; M.S. = molecular sieves, TFP = tris(2-furyl)phosphine, Ts = 4-toluenemethanesulfonyl), and proceeds by carbon-carbon coupling, [1,5]-hydrogen migration, and electrocyclization. The newly established method was used to efficiently access iprindole.
authors: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, PR China.
authors: Can
authors: C
authors: Zhu
authors: Xue
authors: X
authors: Zhang
authors: Xiongdong
authors: X
authors: Lian
authors: Shengming
authors: S
authors: Ma
mesh_terms: D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D007211:Indoles