Title

Bile pigment studies-III1 1 Part I, K.M. Smith, J. Chem. Soc. Perkin I, 1471 (1972).2 2 Part II, J.A.S. Cavaleiro and K.M. Smith, J. Chem. Soc. Perkin I 2149 (1973). Controlled oxidative degradation of 1,19(21,24h)-bilindiones3 3 Preliminary publication,...

Document Type

Article

Publication Date

1-1-1977

Abstract

Title full: Bile pigment studies-III1 1 Part I, K.M. Smith, J. Chem. Soc. Perkin I, 1471 (1972).2 2 Part II, J.A.S. Cavaleiro and K.M. Smith, J. Chem. Soc. Perkin I 2149 (1973). Controlled oxidative degradation of 1,19(21,24h)-bilindiones3 3 Preliminary publication, F. Eivazi, M.F. Hudson and K.M. Smith, Tetrahedron Letters 3837 (1976).4 4 Nomenclature in this and future papers in this Series follows I.U.P.A.C. suggestions: I.U.P.A.C. Commission on the Nomenclature of Tetrapyrroles, 6th Memorandum (1976). (bilitrienes). Treatment of the model 1,19(21,24H)-bilindione (1) with thallium(III) acetate in methanol gives the thallium(III) complex (11) which is unstable and in the presence of air and methanol is transformed into the 15,16-dimethoxy complex (12), characterised as the metal free derivative (13). When exposed to light, solutions of (12) are oxidised to afford, after work-up, the 14-formyl-1(15H)-tripyrrinone (4) and ethylmethylmaleimide (17). A general discussion of mechanistic implications is presented. © 1977.

Publication Source (Journal or Book title)

Tetrahedron

First Page

2959

Last Page

2964

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