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34848868730
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for the use of alkylthio units as protecting groups in dipyrromethane synthesis, see
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s) D. Kiper Dogutan, S. Huma, H. Zaidi, P. Thamyongkit, J. S. Lindsey, J. Org. Chem. 2007, 72, 7701; for the use of alkylthio units as protecting groups in dipyrromethane synthesis, see.
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For a discussion of reactions performed in water, see also
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Angew. Chem. Int. Ed. 2005, 44, 3275. For a discussion of reactions performed in water, see also.
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0346456931
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For other interesting reactions on water, see M.C., Pirrung, K. Das Sarma
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For other interesting reactions on water, see: a) M. C. Pirrung, K. Das Sarma, J. Am. Chem. Soc. 2004, 126, 444.
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42
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56449125505
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Pirrung, co-workers recently proposed an alternative explanation for on water acceleration, see
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Pirrung and co-workers recently proposed an alternative explanation for on water acceleration; see: M. C. Pirrung, K. D. Sarma, J. Wang, J. Org. Chem. 2008, 73, 8723.
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70449121183
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For Lewis acid catalyst free electrophilic alkylation in 1, 1, 1, 3, 3, 3-hexafluoro-2-propanol, see, Angew, Chem., Int., Ed., 2008 50 9739
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For Lewis acid catalyst free electrophilic alkylation in 1,1,1,3,3,3-hexafluoro-2-propanol, see: a) M. O. Ratnikov, V. V. Tumanov, W. A. Smit, Angew. Chem. 2008, 120, 9885; Angew. Chem. Int. Ed. 2008, 50, 9739;.
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45
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53749100577
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For the electrophilicity of pyrrole see: For a related article considering the reaction of electrophiles with indole, see
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For the electrophilicity of pyrrole, see: a) T. A. Nigst, M. Westermaier, A. R. Ofial, H. Mayr, Eur. J. Org. Chem. 2008, 2369. For a related article considering the reaction of electrophiles with indole, see.
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46
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33751555599
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b) S. Lakhdar, M. Westermaier, F. Terrier, R. Goumont, T. Boubaker, A. R. Ofial, H. Mayr J. Org. Chem. 2006, 71, 9088.
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47
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85021032593
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note
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The pH was measured with a glass electrode applied in the water phase.
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48
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55249095404
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Angew. Chem. Int. Ed. 2008 47, 2849; Angew. Chem. Int. Ed. 2008, 47, 2849
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N. Shapiro, A. Vigalok, Angew. Chem. 2008, 120, 2891; Angew. Chem. Int. Ed. 2008, 47, 2849; Angew. Chem. Int. Ed. 2008, 47, 2849.
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Shapiro, N.1
Vigalok, A.2
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49
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85020985536
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note
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In the presence of buffers, the reaction is slowed down. These experiments show that acidic pH (3.8) is not crucial for the reaction.
-
-
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50
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0034615954
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The reactions were performed with an aldehyde/pyrrole ratio of 1:14 at 85-140 °C, see
-
The reactions were performed with an aldehyde/pyrrole ratio of 1:14 at 85-140 °C; see: D. Gryko, J. S. Lindsey, J. Org. Chem. 2000, 65, 2249.
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J. Org. Chem.
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Gryko, D.1
Lindsey, J.S.2
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51
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note
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A patent application in the name of the University of Bologna has been filed relating to the method disclosed herein.
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