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Title: New methods of approach to the bicyclo[5:3:0]decane system (1) ; Attempted synthesis of the indacenes (2)
Author: Islam, Ahmad M.
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 1954
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PART I. NEW METHODS OP APPROACH TO THE BICYCLO[5:3:0]DECANE SYSTEM. A. Condensation of propargyl bromide with 2-ethoxy-carbonylcycloalkanones furnishes products which, by hydration and subsequent ring closure, give bicyclic compounds with a five-membered ring fused to the ring of the starting material. e. g. Condensation of cycloheptanone with readily available acetylenic Mannich bases gives products which may be converted directly to bicyclo [5:3:0] decane derivatives by heating with formic acid-phosphoric acid e.g. C. Substituted cyclohexanones are subjected to ring expansion with a diazo-compound of such a nature that the resulting cycloheptanone possesses a side chain capable of condensing with the ring carbonyl group to yield bicyolo[5:3:0]decane derivatives directly. PART II. ATTEMPTED SYNTHESIS OP THE INDACENES. Attempted syntheses of the postulated quasi-aromatic hydrocarbons, symmetrical and assymmetrical indacenes have been investigated which involve dehydrogenation of the relevant hydroindacenes. The structure assigned to a supposed derivative of s-indacene reported in the literature has been shown to be erroneous.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available