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(b) Caffyn, A.; Nicholas, K. M. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science Ltd.: Oxford, UK, 1995; Vol. 12, Chapter 7.1, pp 685-702.
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Nicholas K.M. II2
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Sonogashira, K.1
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23
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0347781343
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note
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18 h is generally sufficient for this step, only in the case of the quarternary alkynol 2-phenyl-3-butyn-2-ol was the loading increased if the reaction was left for 48 h.
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24
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0032572123
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0027378315
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Piperidine has been found to be more efficient than other amines in the Sonogashira coupling of aliphatic alkynes and aryl iodides, see: (a) Alami, M.; Ferri, F.; Linstrumelle, G. Tetrahedron Lett. 1993, 34, 6403-6406. (b) Kilså, K.; Kajanus, J.; Mårtensson, J.; Albinsson, B. J. Phys. Chem. B 1999, 103, 7329-7339.
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Alami, M.1
Ferri, F.2
Linstrumelle, G.3
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26
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0001050778
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Piperidine has been found to be more efficient than other amines in the Sonogashira coupling of aliphatic alkynes and aryl iodides, see: (a) Alami, M.; Ferri, F.; Linstrumelle, G. Tetrahedron Lett. 1993, 34, 6403-6406. (b) Kilså, K.; Kajanus, J.; Mårtensson, J.; Albinsson, B. J. Phys. Chem. B 1999, 103, 7329-7339.
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Kilså, K.1
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0345890065
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note
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-1.
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30
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0347781342
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note
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The ortho and para isomers can be separated before the CAN-decomplexation step.
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31
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0000874616
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Trimethylsilyloxycyclohexene was prepared according to: Varghese, V.; Saha, M.; Nicholas, K. M. Org. Synth. 1988, 67, 141-148.
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Kita, Y.6
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