title: Palladium-Catalyzed Tandem Regioselective Oxidative Coupling from Indoles and Maleimides: One-Pot Synthesis of Indolopyrrolocarbazoles and Related Indolylmaleimides.
abstract: An efficient Pd(II)-catalyzed approach for the direct synthesis of indolo[3,2-a]pyrrolo[3,4-c]carbazole-6,8-diones has been developed from both free and protected (NH) indoles and maleimides via a regioselective tandem oxidative coupling reaction. The yields are moderate to excellent. In addition, 2-substituted indoles are suitable substrates in this protocol, leading to the formation of indolylmaleimides. The present methodology provides a concise route to highly functionalized indolopyrrolocarbazole derivatives.
authors.affiliation: Department of Chemistry, Donghua University , Shanghai 201620, China.
authors.forename: Yu-Long
authors.initials: YL
authors.lastname: An
authors.affiliation: Department of Chemistry, Donghua University , Shanghai 201620, China.
authors.forename: Zhen-Hua
authors.initials: ZH
authors.lastname: Yang
authors.affiliation: Department of Chemistry, Donghua University , Shanghai 201620, China.
authors.forename: He-Hui
authors.initials: HH
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Donghua University , Shanghai 201620, China.|State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, China.
authors.forename: Sheng-Yin
authors.initials: SY
authors.lastname: Zhao
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008301:Maleimides / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D058451:Oxidative Coupling; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002227:Carbazoles; D006576:Heterocyclic Compounds, 4 or More Rings; D007211:Indoles; D008301:Maleimides; D010165:Palladium