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a value of the indole NH is 21.0 according to: Bordwell, F. G.; Drucker, G. E.; Fried, H. E. J. Org. Chem. 1981, 46, 632-635.
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3543120622
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a units less acidic than their triphenylphosphonium counterparts: Johnson, A. W.; LaCount, R. B. Tetrahedron 1960, 9, 130-138.
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19544389035
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note
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3 in acetonitrile at 80°C gave rise to 7.
-
-
-
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29
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0001848341
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For a review on stereochemical and mechanistic aspects of the Wittig reaction, see: Maryanoff, B. E.; Reitz, A. B. Chem. Rev. 1989, 89, 863-927.
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33845374697
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0001130070
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19544368359
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note
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We thank Dr. P. Ruggiero for performing these experiments.
-
-
-
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34
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0025234614
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0035823173
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Limited stability of these compounds was noted by others, for example: Liu, J.-T.; Jang, Y.-J.; Shih, Y.-K.; Hu, S.-R.; Chu, C.-M.; Yao, C.-F. J. Org. Chem. 2001, 66, 6021-6028.
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37
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84985209708
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Prepared in 80% yield according to: Bennett, R.; Maggiolo, A.; Shah, T. J. Heterocycl. Chem. 1981, 18, 391-394.
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