143662-55-9Relevant articles and documents
Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles
Prata, Jose V.,Clemente, Dina-Telma S.,Prabhakar, Sundaresan,Lobo, Ana M.,Mourato, Isabel,Branco, Paula S.
, p. 513 - 528 (2007/10/03)
Appropriate aryl-substituted unsymmetrical azodicarbonyl compounds, generated from bishydrazides by oxidation, undergo intramolecular cyclisations to furnish a variety of useful heterocycles such as N-substituted oxindoles, carbostyrils, benzazepinones, benzazocinones, benzimidazolones, benzoxazinones and pyrazolones in varying degrees of efficiency. Methods are described to remove the N-acyl groups from the heteroaromatic compounds. Under mildly acidic conditions where equal opportunities are available for an ipso or a normal cyclisation it is the former process that occurs preferentially. Evidence is presented in favour of a C-to-C migration in the ipso product for the formation of a methoxy-substituted carbostyril derivative. One of the spiro substances is shown to participate in dienone-phenol rearrangement to provide the corresponding quinolone-phenol in high yield.
Studies in Antifertility Agents: Part XXXIII- Synthesis of 1,2-trans-1--2-benzyl-7-methoxybenzosuberan
Sangwan, Naresh K.,Rastogi, Shri Nivas
, p. 140 - 143 (2007/10/02)
Condensation of 7-methoxy-1-benzosuberone (4) with PhCHO gives 2-benzylidene derivative (5) which on hydrogenation over Pd-C affords the corresponding 2-benzyl analog (6).Reduction of 6 with KBH4 furnishes a mixture of 1,2-cis- and trans-2-benzyl-1-benzos