Selective construction of dispiro[indoline-3,2'-quinoline-3',3''-indoline] and dispiro[indoline-3,2'-pyrrole-3',3''-indoline] via three-component reaction

• Ziying Xiao,
• Fengshun Xu,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2023, 19, 1234–1242, doi:10.3762/bjoc.19.91

• substituent. A plausible reaction mechanism is proposed to explain the formation of the different spirooxindoles. Keywords: cascade reaction; dimedone; isatin; 3-methyleneoxindole; multicomponent reaction; spirooxindole; Introduction Spirooxindole is one important privileged structural skeleton and is found

Copper-catalyzed multicomponent reactions for the efficient synthesis of diverse spirotetrahydrocarbazoles

• Shao-Cong Zhan,
• Ren-Jie Fang,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2022, 18, 796–808, doi:10.3762/bjoc.18.80

• ), benzaldehyde (0.6 equiv), and 3-methyleneoxindole (1.0 equiv) with CuSO4 (0.1 mmol) as the catalyst in toluene (10.0 mL) reacting at 110 °C for 3 h were selected as the optimal reaction conditions. Having established the optimal reaction conditions, we first sought to determine the generality of the aromatic

• ), 3-methyleneoxindole (0.5 mmol, 1.0 equiv) and CuSO4 (0.1 mmol, 0.2 equiv) in dry toluene (6.0 mL) was stirred at 110 °C for about three hours. After removing the solvent by evaporating at reduced pressure, the residue was subjected to column chromatography with ethyl acetate and light petroleum (v/v

Multicomponent reactions (MCRs): a useful access to the synthesis of benzo-fused γ-lactams

• Edorta Martínez de Marigorta,
• Jesús M. de Los Santos,
• Ana M. Ochoa de Retana,
• Javier Vicario and
• Francisco Palacios

Beilstein J. Org. Chem. 2019, 15, 1065–1085, doi:10.3762/bjoc.15.104

• 106. Oxindoles The simplest protocol for the multicomponent assembly of oxindole heterocycles is the palladium-catalysed reaction involving carbon monoxide, in addition to terminal alkynes, arylboronic acids and alkyl iodides, which has been applied to the preparation of fluorinated 3

• -methyleneoxindole derivatives (Scheme 31) [109]. In this three-component reaction, 2-ethynylanilines 109 reacted with carbon monoxide (23) and perfluoroalkyl iodides 110, in the presence of Pd(II) and phenylboronic acid (111), by means of an intramolecular amino-carbonylation reaction. Although phenylboronic acid