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18
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79951955347
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note
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The reactions were run under microwave irradiation for convenience; however, reactions conducted in refluxing xylenes over 16 h gave similar yields and identical regioisomer ratios.
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19
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79951957822
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note
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Sydnones are known to be acid sensitive, and as 11 was completely consumed in this reaction, we attribute the low yield to the decomposition of this compound.
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20
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79951944207
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note
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Subjecting a 2:1 mixture of pyrazole regioisomers 14 to TsOH in refluxing ethylene glycol over 16 h did not result in a change of regioisomer ratios. This experiment confirms that the selectivity observed in the cycloaddition of ethynylpyridinium and 11 is not the result of selective decomposition of a 3-substituted pyrazole isomer.
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22
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79951943107
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note
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8,13 and confirmed in the case of compound 24 by NOE spectroscopy. Regiosiomer ratios were estimated on crude reaction mixtures and confirmed by chromatographic separation in the case of compounds 12, 16, 17, 22 and 24.
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23
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79951959475
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note
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3: 222.1031, found: 222.1031.
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