title: Rhodium(III)-catalyzed intramolecular redox-neutral annulation of tethered alkynes: formal total synthesis of (±)-goniomitine.
abstract: A Rh(III)-catalyzed intramolecular redox-neutral atom-economic annulation of a tethered alkyne has been developed to efficiently construct 2-amidealkyl indoles with completely reversed regioselectivity by a C-H activation pathway. Furthermore, using the Rh(III)-catalyzed C-H activation/annulation as a key step, a one-pot synthesis of pyrido[1,2-a]indoles has also been developed and applied to a highly efficient formal total synthesis of (±)-goniomitine.
authors.affiliation: Department of Medicinal Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203 (P. R. China). zhoubing2012@hotmail.com.
authors.forename: Bing
authors.initials: B
authors.lastname: Zhou
authors.forename: Juanjuan
authors.initials: J
authors.lastname: Du
authors.forename: Yaxi
authors.initials: Y
authors.lastname: Yang
authors.forename: Yuanchao
authors.initials: Y
authors.lastname: Li
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D001688:Biological Products; D026121:Indole Alkaloids; C526621:goniomitine; D012238:Rhodium
keywords: CH activation; goniomitine; indoles; redox-neutral; total synthesis