Analysis

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• The Lead (II) Acetate and one equivalent Nickel (II) Chloride cyclizations supported the hypothesis that 3,5-disubstituted Δ2-isoxazoline would be synthesized

• There were two cyclizations (5% Palladium (II) Chloride and 5% Nickel (II) Chloride) that did not support the hypothesis

• Interestingly, these two cyclizations used 300% Copper (II) Chloride to continuously re-oxidize the metal mediators

• It is probable that the Copper (II) Chloride caused these cyclizations to overreact, which then caused the isoxazoline to break down

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Future Work

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• Attempt these failed cyclizations with either less Copper (II) Chloride or none of it at all

• Let the reactions with Copper (II) Chloride react for shorter periods of time, such as three hours compared to the 24 hours that these cyclizations took

• Refine the Lead (II) Acetate Cyclization

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Applications​

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• As seen in the chart above, Lead (II) Acetate is drastically less expensive than Nickel (II) Chloride and especially Palladium (II) Chloride

• Lead (II) Acetate also produced higher yields of 3,5-disubstituted Δ2-isoxazoline, making it a promising target for ISO-1 and spiro-isoxazoline development

• This would also allow for production and widespread distribution in the pharmaceutical industry