The Synthesis and Properties of 2,2‐Diphenylindoxyl

The synthesis of the unknown 2,2-diphenylindoxyl (Ia) following the path VI VII VIII Ia it herein described. The chemical evidence, and the infrared and ultraviolet spectra are in consonance with the structural formula. The unresolved signal at 5.24 p.p.m., appearing in the NMR spectrum of Ia is assigned to the N - H proton.

[1]  I. Lengyel,et al.  The Photochemical Conversion of Phenyl Isocyanate and Diphenyldiazomethane to 2,2-Diphenylindoxyl , 1963 .

[2]  J. Frankenfeld,et al.  The Decarbonylation of α-Anilino-α,α-diphenylacetic Acid by p-Toluenesulfonyl Chloride and Pyridine , 1962 .

[3]  J. Frankenfeld,et al.  The Reaction of a-Chloro-a,a-diphenylacetanilide with Sodium Hydride , 1961 .

[4]  H. Leader,et al.  THE SYNTHESIS OF PHENYLATED AZIRIDINONES1 , 1960 .

[5]  P. Russell,et al.  Catalytic Debenzylation. III. The Influence of α-Substitution on the Ease of Hydrogenolysis1 , 1953 .

[6]  F. Lingens,et al.  Über den Verlauf der Aminosäure‐Synthesen mit tertiären Esterbasen (Zum Mechanismus der C‐Alkylierungsreaktionen tertiärer Mannich‐Basen und quartärer Ammoniumsalze) , 1953 .

[7]  B. Witkop,et al.  Twofold Wagner-Meerwein Rearrangements. II , 1951 .

[8]  B. Witkop,et al.  Addition Reactions and Wagner-Meerwein Rearrangements in the Indoxyl Series , 1951 .

[9]  E. Breuer,et al.  α-haloamide reactions. III. The reaction of α-chloro-α-α-diphenylacetanilide with sodium hydride☆ , 1964 .

[10]  D. W. Ockenden,et al.  124. Indoles. Part III. The action of (A) ozone, and (B) osmium tetroxide on some indole derivatives , 1953 .

[11]  B. Witkop The Structure of the So-called 11-Hydroxytetrahydrocarbazolenine1 , 1950 .

[12]  L. McGrath,et al.  436. Peroxides of tetrahydrocarbazole and related compounds. Part I. Tetrahydrocarbazolyl hydroperoxide , 1950 .

[13]  S. G. P. Plant,et al.  436. The action of nitric acid on the 1-acyl-2 : 3-diphenylindoles , 1932 .