By Yusuke Ohta
A copper-catalyzed direct synthesis of 2-(aminomethyl)indoles by means of catalytic domino response together with multi-component coupling was once built, and is the 1st instance of a three-component indole formation with out generating salts as a byproduct. in line with this response, a copper-catalyzed synthesis of 3-(aminomethyl)isoquinoline used to be comprehensive which represents an unheard of isoquinoline synthesis via a four-component coupling response. Following those effects, wide software experiences utilizing one-pot palladium-, acid-, or base-promoted cyclization printed that indole- or isoquinoline-fused polycyclic compounds may be effortlessly synthesized via multi-component reactions. because the suggestion of eco-friendly Chemistry turns into ever extra vital, those findings may supply effective and atom-economical ways to the diversity-oriented synthesis of bioactive compounds containing a posh constitution. this is able to result in improvement of promising drug leads with structural complexity. The paintings of this thesis will cross directly to encourage the artificial learn of many readers.
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Extra resources for Copper-Catalyzed Multi-Component Reactions: Synthesis of Nitrogen-Containing Polycyclic Compounds
1671. 1854. 1953. 1665. 1839. 19 mmol) in DMA (2 mL) was stirred at 140 °C for 1 h under argon. 1952. 42 mmol) at rt. The mixture was stirred for 7 h at this temperature, and the whole was extracted with CHCl3. The extract was washed with H2O and dried over MgSO4. 1443. 2108. 38 mmol) in CH2Cl2 (1 mL) at rt under argon. The reaction mixture was stirred at 40 °C for 1 h, and the whole was extracted with CHCl3. The extract was washed successively with Na2CO3 and H2O. 1787. 8 mmol) was stirred under reflux for 3 h.
5 h at this temperature. The reaction mixture was stirred at 80 °C for 15 h. After concentration under reduced pressure, the residue was extracted with Et2O. The extract was washed successively with aqueous saturated NaHCO3 and brine, and dried over MgSO4. 7. Anal. 96. 72. 30 mmol) at rt under argon, and the reaction mixture was stirred for at 80 °C 12 h. The mixture was filtered through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography over silica gel with hexane–EtOAc (10:1) to give S3 (206 mg, 43%) as a colorless solid.
25. 31. 77 g, quant). 0. Anal. 91. 91. 70 g, 76%) by the reaction under reflux for 16 h. 7. Anal. 13. 12. 40 g, 90%) as colorless crystals. 8. Anal. 66. 66. 8. Anal. 25. 30. 20 mmol) at rt under argon, and the reaction mixture was stirred at 80 °C for 15 min. 1953. 20 mmol). 1485. 1633. 1640. 1942. 2115. 2112. 1956. 2008. 2114. 1052. 010 mmol) at rt under argon. 18 mmol) were successively added and the reaction mixture was additionally stirred for 5 d at rt. 00, CHCl3). 1665. 1859. 2099. 1672. 2007.
Copper-Catalyzed Multi-Component Reactions: Synthesis of Nitrogen-Containing Polycyclic Compounds by Yusuke Ohta