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39
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84908257306
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note
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1H NMR, COSY, and HSQC spectra are disclosed in the Supporting Information.
-
-
-
-
40
-
-
84908233892
-
-
note
-
NAr-H on the aromatic moiety. The experimental procedure and analytical data are described in the Experimental Section. For further details of structure elucidation (X-Ray and HMBC experiments), see the Supporting Information.
-
-
-
-
41
-
-
84908251054
-
-
note
-
H with any nucleophile.
-
-
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42
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33646559580
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43
-
-
84908223212
-
-
note
-
These chemical yields are not representative to the global yield of the reaction. It is reasonable to consider a global yield that is much higher than around 40% since two dainty purifications on silica gel were needed to isolate both compounds 12 and 13 as pure materials for fine structural analysis.
-
-
-
-
44
-
-
84908253158
-
-
note
-
The mentioned chemical yields are related to the amount of compounds collected as pure material to complete fine structural analysis.
-
-
-
-
45
-
-
84908230767
-
-
note
-
The same experiment was carried out in presence of N-methylmorpholine oxide (1.2 equiv) and gave the same compounds in a different ratio. Both pure regiosisomers 12 and 13 were isolated in similar yields, 15 and 16%, respectively. Once again, compound 14 was also obtained in 6% yield. For more details about oxidative nucleophilic hydrogen substitution (using an oxidant such as N-methylmorpholine N-oxide), see ref 8.
-
-
-
-
46
-
-
37849188604
-
-
and therein the expected compounds were obtained in 80-90% yields
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-
47
-
-
84908255570
-
-
note
-
The same experiment was carried out under classical thermic conditions (7.5 h at 60°C) and gave rise to compound 18 in 21% yield (isolated as pure compound).
-
-
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-
48
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79961170657
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-
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84908250173
-
-
note
-
For confirmation of this structural assignment, see the X-ray section of the Supporting Information.
-
-
-
-
50
-
-
84908238782
-
-
note
-
2).
-
-
-
|