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For examples of the Trofimov reaction with acetylene, see
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77952411538
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For examples of regioisomeric mixtures of products obtained from the use of terminal alkynes in the Trofimov reaction see
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33
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For examples of the biological activity and medicinal application of pyrroles, see
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For examples of the biological activity and medicinal application of pyrroles, see
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Roth, B.D.1
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77952365853
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For examples of pyrrole structures in material applications see
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45
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47
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77952329464
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For related syntheses of allyl vinyl ethers which undergo subsequent Claisen rearrangements, see
-
For related syntheses of allyl vinyl ethers which undergo subsequent Claisen rearrangements, see
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-
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48
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Wang, K.; Bungard, C. J.; Nelson, S. G. Org. Lett. 2007, 9, 2325
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52
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77952388225
-
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For examples of allylic ether isomerizations see
-
For examples of allylic ether isomerizations see
-
-
-
-
56
-
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77952348309
-
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See the Supporting Information for full characterization of the O - n -propyl oxime reduction product
-
See the Supporting Information for full characterization of the O-n -propyl oxime reduction product.
-
-
-
-
57
-
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0037049282
-
-
For the base-mediated synthesis of benzophenone-derived O -vinyl oximes from alkynes see
-
For the base-mediated synthesis of benzophenone-derived O -vinyl oximes from alkynes see: Zaitsev, A. B.; Vasiltsov, A. M.; Schmidt, E. Y.; Mikhaleva, A. I.; Morozova, L. V.; Afonin, A. V.; Ushakov, I. A.; Trofimov, B. A. Tetrahedron 2002, 58, 10043
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Afonin, A.V.6
Ushakov, I.A.7
Trofimov, B.A.8
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58
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0343090371
-
-
For the base-mediated synthesis of O -vinyl oximes with enolizable oximes, see
-
For the base-mediated synthesis of O -vinyl oximes with enolizable oximes, see: Trofimov, B. A.; Mikhaleva, A. I.; Vasiltsov, A. M.; Schmidt, E. Y.; Tarasova, O. A.; Morozova, L. V.; Sobenina, L. N.; Preiss, T.; Henkelmann, J. Synthesis 2000, 1125
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Synthesis
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Trofimov, B.A.1
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Henkelmann, J.9
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59
-
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77952393665
-
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note
-
O -allyl oxime 1m was synthesized by a substitution reaction between the corresponding oxime and allyl bromide.
-
-
-
-
60
-
-
77952389703
-
-
note
-
1H nOe experiments. The minor Z-O -allyl oxime isomer of the starting material was not observed as unreacted starting material; therefore, it is likely that isomerization to the E -oxime isomer occurs with isomerization of the allyl group to the vinyl group.
-
-
-
-
61
-
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77952368171
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note
-
For examples of cascade processes involving the Stetter reaction or oxidative enolate coupling with the Paal-Knorr reaction, see
-
-
-
-
62
-
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0000553208
-
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Szakal-Quin, G.; Graham, D. G.; Millington, D. S.; Maltby, D. A.; McPhail, A. T. J. Org. Chem. 1986, 51, 621
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Lee, C. K.; Lee, I.-S. H.; Noland, W. E. Heterocycles 2007, 71, 419
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67
-
-
77952354405
-
-
note
-
E: Z mixtures of the O -vinyl oximes were used for the synthesis of pyrroles.
-
-
-
-
68
-
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77952332231
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note
-
Less than 5% of 2 and the corresponding ketone were isolated with the pyrrole products. The remainder of the starting material is most likely converted into a highly colored polymeric material that remains physisorbed to silica gel.
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