-
2
-
-
1642561828
-
-
For recent examples of oxidation of alcohols to the corresponding carboxylic acids with molecular oxygen, see:
-
For recent examples of oxidation of alcohols to the corresponding carboxylic acids with molecular oxygen, see:. Figiel P.J., Sobczak J.M., and Ziolkowski J.J. Chem. Commun. (2004) 244-245
-
(2004)
Chem. Commun.
, pp. 244-245
-
-
Figiel, P.J.1
Sobczak, J.M.2
Ziolkowski, J.J.3
-
4
-
-
1942535077
-
-
Baucherel X., Gonsalvi L., Arends I.W.C.E., Ellwood S., and Sheldon R.A. Adv. Synth. Catal. 346 (2004) 286-296
-
(2004)
Adv. Synth. Catal.
, vol.346
, pp. 286-296
-
-
Baucherel, X.1
Gonsalvi, L.2
Arends, I.W.C.E.3
Ellwood, S.4
Sheldon, R.A.5
-
5
-
-
4744348829
-
-
Matsumura Y., Yamamoto Y., Moriyama N., Furukubo S., Iwasaki F., and Onomura O. Tetrahedron Lett. 45 (2004) 8221-8224
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 8221-8224
-
-
Matsumura, Y.1
Yamamoto, Y.2
Moriyama, N.3
Furukubo, S.4
Iwasaki, F.5
Onomura, O.6
-
9
-
-
0035825306
-
-
Cicco S.R., Latronico M., Mastrorilli P., Suranna G.P., and Nobile C.F.. J. Mol. Catal. A: Chem. 165 (2001) 135-140
-
(2001)
J. Mol. Catal. A: Chem.
, vol.165
, pp. 135-140
-
-
Cicco, S.R.1
Latronico, M.2
Mastrorilli, P.3
Suranna, G.P.4
Nobile, C.F..5
-
10
-
-
0035746957
-
-
Jenzer G., Schneider M.S., Wandeler R., Mallat T., and Baiker A. J. Catal. 199 (2001) 141-148
-
(2001)
J. Catal.
, vol.199
, pp. 141-148
-
-
Jenzer, G.1
Schneider, M.S.2
Wandeler, R.3
Mallat, T.4
Baiker, A.5
-
12
-
-
33646546677
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-
For recent examples of oxidation of alcohols to the corresponding aldehydes with molecular oxygen, see:
-
For recent examples of oxidation of alcohols to the corresponding aldehydes with molecular oxygen, see:. Ohkubo K., Suga K., and Fukuzumi S. Chem. Commun. (2006) 2018-2020
-
(2006)
Chem. Commun.
, pp. 2018-2020
-
-
Ohkubo, K.1
Suga, K.2
Fukuzumi, S.3
-
13
-
-
29844442297
-
-
Guan B., Xing D., Cai G., Wan X., Yu N., Fang Z., Yang L., and Shi Z. J. Am. Chem. Soc. 127 (2005) 18004-18005
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 18004-18005
-
-
Guan, B.1
Xing, D.2
Cai, G.3
Wan, X.4
Yu, N.5
Fang, Z.6
Yang, L.7
Shi, Z.8
-
14
-
-
24644507937
-
-
Mu R., Liu Z., Yang Z., Liu Z., Wu L., and Liu Z.-L. Adv. Synth. Catal. 347 (2005) 1333-1336
-
(2005)
Adv. Synth. Catal.
, vol.347
, pp. 1333-1336
-
-
Mu, R.1
Liu, Z.2
Yang, Z.3
Liu, Z.4
Wu, L.5
Liu, Z.-L.6
-
17
-
-
4344602894
-
-
Mori K., Hara T.i., Mizugaki T., Ebitani K., and Kaneda K. J. Am. Chem. Soc. 126 (2004) 10657-10666
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 10657-10666
-
-
Mori, K.1
Hara, T.i.2
Mizugaki, T.3
Ebitani, K.4
Kaneda, K.5
-
18
-
-
4544344165
-
-
Marko I.E., Gautier A., Dumeunier R., Doda K., Philippart F., Brown S.M., and Urch C.J. Angew. Chem., Int. Ed. 43 (2004) 1588-1591
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 1588-1591
-
-
Marko, I.E.1
Gautier, A.2
Dumeunier, R.3
Doda, K.4
Philippart, F.5
Brown, S.M.6
Urch, C.J.7
-
19
-
-
4143153074
-
-
and references cited therein
-
Stahl S.S. Angew. Chem., Int. Ed. 43 (2004) 3400-3420 and references cited therein
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 3400-3420
-
-
Stahl, S.S.1
-
21
-
-
0042865830
-
-
Jensen D.R., Schultz M.J., Mueller J.A., and Sigman M.S. Angew. Chem., Int. Ed. 42 (2003) 3810-3813
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 3810-3813
-
-
Jensen, D.R.1
Schultz, M.J.2
Mueller, J.A.3
Sigman, M.S.4
-
27
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-
29144493432
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-
Itoh A., Hashimoto S., Kuwabara K., Kodama T., and Masaki Y. Green Chem. 7 (2005) 830-832
-
(2005)
Green Chem.
, vol.7
, pp. 830-832
-
-
Itoh, A.1
Hashimoto, S.2
Kuwabara, K.3
Kodama, T.4
Masaki, Y.5
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29
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36448937258
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note
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Among our study, acetonitrile was a suitable solvent for alcohols and ethyl acetate was suitable for a methyl group at the aromatic nucleus, respectively, see Supplementary data.
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30
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36448996818
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note
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The radical species of secondary alcohols are, in general, generated easier than that of primary ones. Unfortunately, we do not have any direct data to explain this result, and the study is now in progress in our laboratory.
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31
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36448955532
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note
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Since transesterification of the substrate alcohols occurred when using ethyl acetate as solvent, we generally used acetonitrile when using alcohols as substrates and ethyl acetate when using aromatic methyl group as substrates.
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32
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36448934667
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note
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We also examined with 4-methyl benzyl alcohol to study the selectivity between alcohol and methyl group, and we could obtain 4-methylbenzoic acid in 60% yield as the main product. Alcohol is relatively easily oxidized than methyl group; however, the selectivity is not so clear.
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33
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36448929600
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note
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Only 19% of 2 was obtained.
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34
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36448959920
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note
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Although we examined this reaction with 3-methylpyrrole as test substrate, the complex mixture was obtained instead of the corresponding carboxylic acid.
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35
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36448968398
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note
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The reaction is thought to proceed through an aldehyde as an intermediate since 2 was obtained in 88% yield when benzaldehyde was subjected to the same aerobic photo-oxidation conditions.
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36
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5644262720
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Minisci F., Porta O., Recupero F., Punta C., Gambarotti C., Pierini M., and Galimberti L. Synlett (2004) 2203-2205
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(2004)
Synlett
, pp. 2203-2205
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Minisci, F.1
Porta, O.2
Recupero, F.3
Punta, C.4
Gambarotti, C.5
Pierini, M.6
Galimberti, L.7
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39
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36448980090
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note
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This oxidation method is also applicable to mol scale conditions, and 4, for example, was obtained in 77% yield when using 24 as substrate under similar conditions mentioned above.
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