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Ring closure Pschorr

The intramolecular version of the Gomberg-Bachmann reaction. CO2H [Pg.325]

By a modified Bischler-Napieralsky reaction, 6 -nitrophenylaceto-jS-3 4-methylenedioxyphenylethylamide, resulting from the condensation of -3 4-methylenedioxyphenylethylamine with 2-nitrophenylacetyl chloride, was converted into 6 nitro-l-benzyl-6 7-methylenedioxy-3 4-dihydroisoquinoline. The methiodide of the latter was reduced with zinc and hydrochloric acid to 6 -amino-l-benzyl-2-methyl-6 7-methylenedioxy-1 2 3 4-tetrahydro/soquinoline dihydrochloride, which by the Pschorr ring-closure reaction, produced dZ-roemerine (IV, p. 317), m.p. 85-7°. By treatment in succession with d- and Z-tartaric acids, the dZ-base was resolved into Z- and tZ-forms. Synthetic Z-roemerine is dimorphic, m.p. 85-7° and 102°, and has [aju — 79-9° (EtOH), these constants being in good agreement with those of the natural base. [Pg.315]

Bischler-Napieralski and Pschorr ring-closures. The structure of norrufescine has been confirmed by an.X-ray crystallographic study (Cava, K.T. Buck and A.I. da Rocha, J.Amer.chem.Soc., 1972, 5931 M.D. Klein et al., ibid., 1978, 100, 662 ... [Pg.295]

Sodium nitrite zinc Pschorr ring closure... [Pg.654]

Pschorr ring closure 15, 561 Pseudoacids s. Hydroxylactones Pseudoaromatic rings s. Di-thiylium salts. Metal complex compounds, ar., Tropenium salts Pseudoazulenes 15, 468 N-Pseudoazulenes 14, 791 0-Pseudoazulenes 14, 338 Pseudobase adducts and their reactions 13, 584 —, dehydrogenation 14, 769 —, p-methylation of quinolines via — 14, 769 Pseudobases 11, 323 Pseudobases, N-heterocyclic (s. a. 0-Alkylpseudobases, N-heterocyclic) 15, 304... [Pg.326]

Pschorr ring closure 19, 7C8 Pseudoacids s. Hydroxy-lactones... [Pg.239]

Cupric nitrate cuprous oxide Phenols from diazonium salts or Pschorr ring closure... [Pg.63]

See other pages where Ring closure Pschorr is mentioned: [Pg.929]    [Pg.925]    [Pg.16]    [Pg.507]    [Pg.122]    [Pg.235]    [Pg.121]    [Pg.604]    [Pg.577]    [Pg.582]    [Pg.233]    [Pg.225]    [Pg.325]    [Pg.294]    [Pg.578]    [Pg.619]    [Pg.430]    [Pg.223]   
See also in sourсe #XX -- [ Pg.929 ]

See also in sourсe #XX -- [ Pg.715 ]

See also in sourсe #XX -- [ Pg.925 ]

See also in sourсe #XX -- [ Pg.507 ]

See also in sourсe #XX -- [ Pg.295 ]

See also in sourсe #XX -- [ Pg.325 ]

See also in sourсe #XX -- [ Pg.294 ]

See also in sourсe #XX -- [ Pg.23 , Pg.213 ]



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Pschorr ring closure reaction

Pschorr-type ring closure

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