Methodology studies for cyclic boronate ester synthesis Figure i: Target molecules (see Abstract in pdf for image) Structures i,ii,iii represent a general depiction of cyclic boron-containing heterocyles targeted in this methodology study. These molecules will be made using a range of new organic pathways. A 1,3 nitrogen-boron relationship in selected structures will also be investigated due to its importance in pharmaceutical chemistry. In the pursuit of cyclic boranes a new method for the preparation of unsaturated ketones has been discovered, which utilises the boron chemistry outlined below. Figure ii: Reagents and Conditions: (a) tBuLi, B(OIPr)3, Et2O, -79 °C, 20 % (see Abstract in pdf for image) Novel aspects of furan chemistry It was found that the furan derivative vii, when treated with palladium salts, gave the bis-annulated benzene structure viii. This sequence gave rise to a novel method for the construction of aromatic rings. This reaction was tested on a range of substituted furans in order to examine the scope of this reaction. Figure iii: Reagents and Conditions: (a) Pd(OAc)2, K2CO3, MeCN, 80 °C, 25% (see Abstract in pdf for image).
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:554727 |
| Date | January 2012 |
| Creators | Pryke, James A. |
| Publisher | University of Sussex |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | http://sro.sussex.ac.uk/id/eprint/39633/ |
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