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3 (10 mol %), and CsF (2 equiv) in DMF at 140 °C. C5-arylation is usually the preferred and major reaction pathway
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3 (10 mol %), and CsF (2 equiv) in DMF at 140 °C. C5-arylation is usually the preferred and major reaction pathway.
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One can selectively N-arylate protected 2′-deoxyadenosines and 2′-deoxyguanosines with aryl bromides using a Pd-Xantphos catalytic system; see
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1/2 value for deglycosylation is expected to fall dramatically in the presence of a base
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3; R1=0.0467, wR2=0.0961 (all data)
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91
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0001607040
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It is established that the rotation about the C(1′)-N(9) and C(4′)-C(5′) bonds is influenced by the intramolecular H-bond from HO-C(5′) to N(3) in purines; see: (a)
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It is established that the rotation about the C(1′)-N(9) and C(4′)-C(5′) bonds is influenced by the intramolecular H-bond from HO-C(5′) to N(3) in purines; see: (a) Fuji, S.; Fujiwara, T.; Tomita, K. Nucleic Acids Res. 1976, 3, 1985.
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3; R1=0.0335, wR2=0.0929 (all data)
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100
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84924243031
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The following centroids were found for 2j (molecule 1: centroid=C11, C12, C17, C18, C19, and C20; molecule 2: centroid=C31, C32, C37, C38, C39, C40) using Mercury 2.2 (Build RC5), copyright CCDC 2001-2008, http://www.ccdc.cam.ac. uk/mercury/.
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The reaction of either 4-bromoanisole or 2-bromonaphthalene with N-methylimidazole gave exclusively the C5-arylated products in 34% and 40% yields, respectively (in both cases, following lengthy reaction times, e.g., 25 and 27 h, respectively); see ref 40
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The reaction of either 4-bromoanisole or 2-bromonaphthalene with N-methylimidazole gave exclusively the C5-arylated products in 34% and 40% yields, respectively (in both cases, following lengthy reaction times, e.g., 25 and 27 h, respectively); see ref 40.
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