BULLETIN OF THE
Note
KOREAN CHEMICAL SOCIETY
M. Okano, J.-C. Choi, T. Sako, J. Org. Chem. 1998, 63,
7095; (c) J.-C. Choi, L.-N. He, H. Yasuda, T. Sakakura,
Green Chem. 2002, 4, 230; (d) J.-C. Choi, K. Kohno,
Y. Ohshima, H. Yasuda, T. Sakakura, Catal. Commun.
2008, 9, 1630; (e) D. C. Stoian, E. Taboada, J. Llorca,
E. Molins, F. Median, A. M. Segarra, Chem. Commun. 2013,
49, 5489.
Experimental
Representative procedure for the synthesis of carbonates:
styrene oxide (57 μl, 0.5 mmol) and TBD (7 mg,
0.05 mmol) was added to a solution of 1-iodooctane (27 μl,
0.15 mmol) in 1,4-dioxane (1.0 M, 0.5 ml). A slow stream
of CO2 was passed through this solution for 1 min. Then,
5. For metal-free carbonate synthesis from alcohols, see:
(a) J.-i. Kadokawa, H. Habu, S. Fukamachi, M. Karasu,
H. Tagaya, K. Chiba, J. Chem. Soc., Perkin Trans. 1999, 1,
2205; (b) M. O. Bratt, P. C. Taylor, J. Org. Chem. 2003, 68,
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dron 2010, 66, 9675; (d) Y. N. Lim, C. Lee, H.-Y. Jang, Eur.
J. Org. Chem. 2014, 1823.
ꢀ
the reaction mixture was stirred at 100 C for 18 h under
CO2 atmosphere. The solvent was evaporated, and the resi-
due was purified by flash silica gel column chromatography
(20% ether/hexane) to afford 4-phenyl-1,3-dioxolan-2-one
1b (64.5 mg, 79 %). Compounds 1b-10b were previously
reported.6,11
6. For recent articles on metal-catalyzed cycloaddtion of CO2 to
epoxides, see: (a) M. Aresta, A. Dibenedetto, L. Gianfrate,
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L.-N. He, T. Takahashi, T. Sakakura, Appl. Catal. A: Gen.
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Y. Shi, Synlett 2012, 23, 1343; (g) U. R. Seo, Y. K. Chung,
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Acknowledgments. This study was supported by the
Korea Research Foundation (no. 2013008819) and the
Human Resources Development of the Korea Institute of
Energy Technology Evaluation and Planning (KETEP)
grant by the Korea Government Ministry of Trade, Indus-
try & Energy (no. 20154010200820).
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Bull. Korean Chem. Soc. 2016, Vol. 37, 608–611
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