- N-Iminopyridinium ylide-directed, cobalt-catalysed coupling of sp2C-H bonds with alkynes
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N-Iminopyridinium ylides are competent monodentate directing groups for cobalt-catalysed annulation of sp2C-H bonds with internal alkynes. The pyridine moiety in the ylide serves as an internal oxidant and is cleaved during the reaction. The annulation reactions possess excellent compatibility with heterocyclic substrates, tolerating furan, thiophene, pyridine, pyrrole, pyrazole, and indole functionalities.
- Kwak, Se Hun,Daugulis, Olafs
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- Diversity-Oriented Synthesis through Rh-Catalyzed Selective Transformations of a Novel Multirole Directing Group
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In the context of transition-metal-catalyzed C-H functionalization, directing-group strategy was developed for the improvement of chemical reactivity and selectivity. Recently, to avoid the inherent limitations of traditional mono-role directing groups, a dual-role oxidizing-directing-group strategy was developed, in which the directing group acts both as directing group and oxidant. Herein, we report a multirole directing group, which possesses multiple reactive sites, exhibits unique reactivity and selectivity, and leads to four different types of products from a single starting material through rhodium-catalyzed C-H activation/alkyne annulation reactions. The excellent product diversity and regio- and redox selectivity were well controlled by the tuning of solvents and oxidants. Chemical multitasking: A novel N-N bond containing a multirole directing group is developed, which enables the synthesis of four different products selectively from the same starting material through RhIII catalysis. Key features include ready availability, multiple reactive sites, high redox selectivity and controllability, and multifarious transformations toward important scaffolds and structural diversification. Phth=phthaloyl; DCE=1,2-dichloroethane.
- Su, Bo,Wei, Jiang-Bo,Wu, Wen-Lian,Shi, Zhang-Jie
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p. 2986 - 2990
(2015/09/22)
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- Ruthenium-catalyzed aerobic oxidative cyclization of aromatic and heteroaromatic nitriles with alkynes: A new route to isoquinolones
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The oxidative cyclization of aromatic and heteroaromatic nitriles with alkynes in the presence of a catalytic amount of [{RuCl2(p-cymene)} 2], Cu(OAc)2·H2O and KPF6 in acetic acid under air gave isoquinolones in good to excellent yields.
- Reddy, Mallu Chenna,Manikandan, Rajendran,Jeganmohan, Masilamani
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supporting information
p. 6060 - 6062
(2013/07/19)
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