DOI: 10.1002/anie.200900112. One‐Pot, Direct Incorporation of [<sup>11</sup>C]CO<sub>2</sub> into Carbamates

One‐Pot, Direct Incorporation of [11C]CO2 into Carbamates

10.1002/anie.200900112

Crossref journal-article

Wiley

Angewandte Chemie International Edition (311)

Abstract

AbstractWhy beat about the bush? An operationally simple and mild reaction based on the direct fixation of 11CO2 with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) has been developed for the synthesis of 11C‐labeled carbamates at 75 °C within 10 minutes in radiochemical yields above 70 % (see scheme). This strategy should be immediately useful for the construction of new radiotracers for positron emission tomography and other applications.magnified image

Bibliography

Hooker, J. M., Reibel, A. T., Hill, S. M., Schueller, M. J., & Fowler, J. S. (2009). OneâPot, Direct Incorporation of [11C]CO2 into Carbamates. Angewandte Chemie International Edition, 48(19), 3482â3485. Portico.

Authors 5

Jacob M. Hooker (first)
Achim T. Reibel (additional)
Sidney M. Hill (additional)
Michael J. Schueller (additional)
Joanna S. Fowler (additional)

References 42 Referenced 134

{'key': 'e_1_2_3_1_2', 'volume-title': 'Principles and Practice of PET and PET/CT', 'author': 'Wahl R. L.', 'year': '2009'} / Principles and Practice of PET and PET/CT by Wahl R. L. (2009)
G. Antoni T. Kihlberg B. Långström
10.1002/ange.200800222
10.1002/anie.200800222
10.2174/092986708783497292
10.1002/ange.200800991
10.1002/anie.200800991
10.2174/1874104500802010072
10.1016/0020-708X(75)90057-5
10.1016/0020-708X(76)90088-0
10.1016/S0969-8051(96)00181-3
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10.3891/acta.chem.scand.53-0651
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10.1002/1522-2675(20011114)84:11<3357::AID-HLCA3357>3.0.CO;2-P
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10.1002/jlcr.1052
See the Supporting Information for model reactions with CO2 11CO2‐trapping experiments and additional mechanistic discussion.
Mechanistic details related to the role of DBU and alkyl amines in similar reactions have been discussed extensively; see for example:
10.1021/jo0503759
10.1021/jo00114a035
10.1021/jo049243q
10.1016/j.tet.2004.10.033
{'key': 'e_1_2_3_38_2', 'first-page': '61', 'volume': '10', 'author': 'Wuest F. R.', 'year': '2003', 'journal-title': 'Trends Org. Chem.'} / Trends Org. Chem. by Wuest F. R. (2003)
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10.1038/207421a0

Dates

Type	When
Created	16 years, 4 months ago (April 6, 2009, 10:04 a.m.)
Deposited	1 year, 10 months ago (Sept. 28, 2023, 5:52 p.m.)
Indexed	1 day, 6 hours ago (Aug. 22, 2025, 12:48 a.m.)
Issued	16 years, 4 months ago (April 23, 2009)
Published	16 years, 4 months ago (April 23, 2009)
Published Online	16 years, 4 months ago (April 23, 2009)
Published Print	16 years, 3 months ago (April 27, 2009)

Funders 0

None

BibTeX

@article{Hooker_2009, title={One‐Pot, Direct Incorporation of [11C]CO2 into Carbamates}, volume={48}, ISSN={1521-3773}, url={http://dx.doi.org/10.1002/anie.200900112}, DOI={10.1002/anie.200900112}, number={19}, journal={Angewandte Chemie International Edition}, publisher={Wiley}, author={Hooker, Jacob M. and Reibel, Achim T. and Hill, Sidney M. and Schueller, Michael J. and Fowler, Joanna S.}, year={2009}, month=apr, pages={3482–3485} }

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