Carbon Dioxide as a Phosgene Replacement: Synthesis and Mechanistic Studies of Urethanes from Amines, CO2, and Alkyl Chlorides

Journal of Organic Chemistry

Volumn 60, Issue 9, 1995, Pages 2820-2830

  Mcghee, William ^a   Riley, Dennis ^a   Christ, Kevin ^a   Pan, Yi ^a   Parnas, Barry ^a  

^a MONSANTO COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001219223     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00114a035     Document Type: Article

References (18)

1. A preliminary account of this work has appeared: McGhee, W. D.; Pan, Y.; Riley, D. P. J. Chem. Soc, Chem. Commun. 1994, 699-700.
2. McGhee, W. D.; Parnas, B. L.; Riley, D. P.; Talley, J. J. U.S. Patent No. 5,223,638, June 29, 1993.
3. See Oertel, G. Polyurethane Handbook, Hanser Publishers: Munich, 1985.
4. See McGhee, W. D.; Pan, Y.; Riley, D. P. J. Chem. Soc, Chem. Commun. 1994, 699-700, and references given therein.
5. Yoshida, Y.; Ishii, S.; Watanabe, M.; Yamashita, T. Bull. Chem. Soc. Jpn. 1989, 62, 1534-1538.
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11. Chem. Abstr. 1981, 95, 188072p. JP 81 61,341 (May 26, 1981 to Toray Ind., Inc.). U.S. Patent 4,314,048 (Feb. 2, 1982 to Asahi).
12. See Liotta, C. L.; Grisdale, E. E.; Hopkins, H. P. Tetrahedron Lett. 1975, 48, 4205-4208 and references given therein.
13. An excellent description of solvent effects in SN2 type reactions is given in: Reichardt, C. Solvents and Solvent Effects in Organic Chemistry, 2nd ed.; VCH, New York, 1988.
14. See Schwesinger, R. Chimia 1985, 39, 269.
15. Leffek, K. T.; Pruszynski, R.; Thanapaalasingham, K. Can. J. Chem. 1989, 67, 590-595.
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18. See endnote no. 42 in: Aresta, M.; Quaranta, E. Tetrahedron 1992, 48, 1515-1530.