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Title: Novel one-pot multi-reaction methods for the synthesis of carbocyclic and heterocyclic compounds
Author: Faggyas, Réka Julianna
ISNI:       0000 0004 8498 8326
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 2019
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The first section describes the development of an asymmetric one-pot synthesis of 1-alkylindan-1-ols involving an enantioselective allylboration of 2'-bromoaryl alkyl ketones followed by an intramolecular Mizoroki-Heck cyclisation. The synthetic utility of the chiral 1-alkylindan-1-ol scaffold was demonstrated using the ozonolysis product indanone in diastereoselective reductive reactions. The second section describes the development of a rapid, one-pot tandem diazotisation and Heck-Matsuda reaction for the synthesis of methyl (E)-cinnamates via stable aryl diazonium tosylate salts. This process was then altered to allow the one-pot multistep synthesis of 3,4-dihydroquinolin-2-ones. This methodology was used for the total synthesis of a sodium channel modulator. The third section describes a one-pot diazotisation-intramolecular cyclisation process for the synthesis of 1H-benzotriazoles and the regioselective preparation of N1-substituted benzotriazoles, including a series of biologically active compounds.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
Keywords: QD Chemistry