title: I2/O2-promoted domino reactions of isatins or 3-hydroxyindolin-2-one derivatives with enaminones.
abstract: I2-promoted domino reactions of isatins or 3-hydroxyindolin-2-one derivatives with enaminones under O2 conditions have been established. The reactions of isatins with enaminones afforded functionalized tetracyclic pyrrolo[2,3,4-kl]acridine derivatives in moderate to good yields through domino cyclization and C-H oxidation. The reactions of 3-hydroxyindolin-2-one derivatives with enaminones proceeded well to give functionalized pyrrolo[2,3,4-kl]acridine derivatives via tandem ring-opening/recyclization/methyl migration sequences with two C-C bonds cleaved.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, ‡College of Pharmaceutical Sciences, Soochow University , Suzhou 215123, China.
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Hao
authors.forename: Jian-Qiang
authors.initials: JQ
authors.lastname: Wang
authors.forename: Xiao-Ping
authors.initials: XP
authors.lastname: Xu
authors.forename: Shi-Lei
authors.initials: SL
authors.lastname: Zhang
authors.forename: Shun-Yi
authors.initials: SY
authors.lastname: Wang
authors.forename: Shun-Jun
authors.initials: SJ
authors.lastname: Ji
mesh_terms: D000166:Acridines / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*; D007510:Isatin / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C436753:3-hydroxyindolin-2-one; D000166:Acridines; D000588:Amines; D007211:Indoles; D011758:Pyrroles; C582133:pyrrolo(2,3,4-kl)acridine; D007510:Isatin; D007455:Iodine; D010100:Oxygen