- Pd(0)-catalyzed domino C-N coupling/hydroamination/C-H arylation reactions: Efficient synthesis and photophysical properties of azaindolo[1,2-f]phenanthridines
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A series of new 7- and 4-azaindolo[1,2-f]phenanthridines were synthesized by a domino Pd(0)-catalyzed reaction, which involves three sequential steps: C-N coupling, hydroamination, and intramolecular C-H arylation. The products show promising fluorescence properties with high quantum yields (12-65%).
- Ngo, Thang Ngoc,Janert, Frank,Ehlers, Peter,Hoang, Do Huy,Dang, Tuan Thanh,Villinger, Alexander,Lochbrunner, Stefan,Langer, Peter
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supporting information
p. 1293 - 1301
(2016/02/03)
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- Model reactions for the synthesis of azacorannulenes and related heteroaromatic compounds
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4-(2-Ethynylphenyl)pyridine (10), 3-(2-ethynylphenyl)pyridine (11), 2-(2-trimethylsilylethynylphenyl)pyridine (26), and 3-ethynyl-2-phenylpyridine (13) were prepared from readily available pyridine precursors by standard coupling reactions. Pyrolysis of 10 at 810 °C/0.5 Torr provided benzo[f]isoquinoline (45) and the benzopentalene dimer 47. Pyrolysis of 11 (820 °C/0.5 Torr) afforded benzo[f]quinoline (50), benzo[h]i-soquinoline (52), and a mixture of isomers of 47. Pyrolysis of 13 (820 °C/0.3 Torr) provided benzo[h]quinoline (56) and the novel azulene derivative azuleno[1,2-b]pyridine (58). When 26 was desilylated by treatment with TBAF in THF/water, the unusual "dimerization" product 37 was produced; its structure was confirmed by X-ray structural analysis. The mechanisms of these transformations are discussed. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
- Dix, Ina,Doll, Christian,Hopf, Henning,Jones, Peter G.
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p. 2547 - 2556
(2007/10/03)
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- CONDENSED HETEROAROMATIC RING SYSTEMS. VII. SYNTHESIS OF THIENOPYRIDINES, THIENOPYRIMIDINES, AND FUROPYRIDINES FROM o-SUBSTITUTED N-HETEROARYLACETYLENES
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The cross-coupling reaction of 2-chloro-3-iodo- and 4-chloro-3iodopyridines with phenylacetylene in the presence of dichlorobis(triphenylphosphine)palladium occured at the 3-position.The 3-ethynylpyridines containing an adjacent chloro group were converti
- Sakamoto, Takao,Kondo, Yoshinori,Watanabe, Ryo,Yamanaka, Hiroshi
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p. 2719 - 2724
(2007/10/02)
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