Thermal cyclization of 3-azido-2-phenyl-indan-1-one to 5H-indeno[1,2-b]indol-10-one [1]
3-Azido-2-phenylindan-1-one (4), which was obtained from 3-chloro-2-phenylindan-1-one (3), cyclizes on thermolysis to 5H-indeno[1,2-b]indol-10-one (5). Reaction of 3-azido-2-phenylindan-1-one (4) with triphenylphosphane gives 2-phenyl-3-(triphenylphosphoranylideneamino)-indan-1-one (6), which can be hydrolyzed to 3-amino-2-phenylindan-1-one (7). Attempts to perform a similar cyclization sequence with 3-chloro-2-pyridylindan-1-ones failed.
Stadlbauer, Wolfgang,Fischer, Michaela
p. 131 - 135
(2007/10/03)
α,β-UNSATURATED THIO COMPOUNDS. XIV. SYNTHESIS AND CHEMICAL CHARACTERISTICS OF 3-HALOGENO-2-ARYL-1-INDENONES AND THEIR THIOCARBONYL ANALOGS
3-Halogeno-2-aryl-1-indenones are formed in the reaction of 2-aryl-1,3-indanediones with hydrogen chloride and hydrogen bromide in dimethylformamide in the presence of phosphoric anhydride; 3-iodo-2-phenyl-1-indenone was obtained by the transhalogenation
Dorofeev, I. A.,Korchevin, N. A.,Usov, V. A.,Voronkov, M. G.
p. 1574 - 1581
(2007/10/02)
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