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Synlett
H. Fu et al.
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(19) Experimental procedures: GO (0.01 g) was added into water (3
mL) to generate a stable colloidal suspension under mild ultra-
sonic treatment. Afterwards, the alcohol (2 mmol) and
(NH ) H [H (WO ) ] (0.03 mmol, M = 1602) were added. The
(
4
H.; Song, I. K. J. Mol. Catal. A: Chem. 2013, 371, 111.
4
5
5
2
4 6
(
12) Bortolini, O.; Conte, V.; DiFuria, F.; Modena, G. J. Org. Chem.
mixture was stirred for 15 min at room temperature. Subse-
quently, hydrogen peroxide (30 wt%, 8 mmol) was added drop-
wise and the mixture was heated to 70 °C until the reaction was
complete (monitored by TLC). GO could then be readily sepa-
rated from the mixtures by centrifugation, and then ethyl
acetate was added to the mixture to extract organic constitu-
ents. Finally, the organic extracts were concentrated under
reduced pressure and purified by column chromatography.
1
986, 51, 2661.
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19, 12386. (b) Sato, K.; Takagi, J.; Aoki, M.; Noyori, R. Tetrahe-
(
1
dron Lett. 1998, 39, 7549.
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14) (a) Dhakshinamoorthy, A.; Alvaro, M.; Concepción, P. Chem.
Commun. 2012, 5443. (b) Wang, H. L.; Deng, T. S.; Wang, Y. X.;
Cui, X. J.; Qi, Y. Q.; Mu, X. D.; Hou, X. L.; Zhu, Y. L. Green Chem.
2
013, 15, 2379.
15) Stankovich, S.; Piner, R. D.; Nguyen, S. B. T.; Ruoff, R. S. Carbon
006, 44, 3342.
Cyclohexanone (Table 2, entry 1): Yield: 0.18 g (93%); colorless
1
(
(
liquid. H NMR (500 MHz, CDCl ): δ = 2.37 (t, J = 6.7 Hz, 4 H),
3
13
2
2.07–1.82 (m, 4 H), 1.82–1.62 (m, 2 H). C NMR (126 MHz,
16) Mirza-Aghayan, M.; Kashef-Azar, E.; Boukherroub, R. Tetrahe-
dron Lett. 2012, 53, 4962.
CDCl ): δ = 211.98, 41.92, 26.99, 24.94
3
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Georg Thieme Verlag Stuttgart · New York — Synlett 2017, 28, A–E