The DOI matches its Crossref record; 13 of the 13 references it cites were found in a registry or an index.
Highly Efficient Oxidation of Amines to Imines by Singlet Oxygen and Its Application in Ugi-Type Reactions
Abstract
A variety of secondary benzylic amines were oxidized to imines in 90% to >99% yields by singlet oxygen generated from oxygen and a porphyrin photosensitizer. On the basis of these reactions, a protocol was developed for oxidative Ugi-type reactions with singlet oxygen as the oxidant. This protocol has been used to synthesize C1- and N-functionalized benzylic amines in up to 96% yields.
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Citations
Cites
Multicomponent Reactions with Isocyanides
Dömling, A., & Ugi, I. (2000) · Angewandte Chemie · doi:10.1002/1521-3773(20000915)39:18<3168::aid-anie3168>3.0.co;2-u · Cited by 4,077
Photochemical Reactions as Key Steps in Organic Synthesis
Hoffmann, N. (2008) · Chemical Reviews · doi:10.1021/cr0680336 · Cited by 1,445
Biologically inspired oxidation catalysis
Que, L., & Tolman, W. B. (2008) · Nature · doi:10.1038/nature07371 · Cited by 1,419
Advances in singlet oxygen chemistry
Clennan, E. L., & Pace, A. (2005) · Tetrahedron · doi:10.1016/j.tet.2005.04.017 · Cited by 471
Yamaguchi, R., Ikeda, C., Takahashi, Y., & Fujita, K. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9022623 · Cited by 405
Efficient Heterogeneous Aerobic Oxidation of Amines by a Supported Ruthenium Catalyst
Yamaguchi, K., & Mizuno, N. (2003) · Angewandte Chemie International Edition · doi:10.1002/anie.200250779 · Cited by 376
Singlet oxygen in organic synthesis
Wasserman, H. H., & Ives, J. L. (1981) · Tetrahedron · doi:10.1016/s0040-4020(01)97932-3 · Cited by 217
Aerobic oxidation of amines to imines catalyzed by bulk gold powder and by alumina-supported gold
Zhu, B., Lazar, M., Trewyn, B. G., & Angelici, R. J. (2008) · Journal of Catalysis · doi:10.1016/j.jcat.2008.08.012 · Cited by 215
Grirrane, A., Corma, A., & Garcia, H. (2009) · Journal of Catalysis · doi:10.1016/j.jcat.2009.03.015 · Cited by 194
Solid Materials as Sources for Synthetically Useful Singlet Oxygen
Wahlen, J., Vos, D. E. D., Jacobs, P. A., & Alsters, P. L. (2004) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200303224 · Cited by 121
Palladium-catalyzed aerobic oxidation of amines
Wang, J., Fu, Y., Zhang, B., et al. (2006) · Tetrahedron Letters · doi:10.1016/j.tetlet.2006.09.088 · Cited by 103
Oxygenation of Benzyldimethylamine by Singlet Oxygen. Products and Mechanism
Baciocchi, E., Giacco, T. D., & Lapi, A. (2004) · Organic Letters · doi:10.1021/ol047876l · Cited by 61
Dual Pathways for the Desilylation of Silylamines by Singlet Oxygen
Baciocchi, E., Giacco, T. D., & Lapi, A. (2006) · Organic Letters · doi:10.1021/ol0602607 · Cited by 22
Cited by
The Hitchhiker’s Guide to Flow Chemistry
Plutschack, M. B., Pieber, B., Gilmore, K., & Seeberger, P. H. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00183 · Cited by 1,995
Wang, H., Yong, D., Chen, S., Jiang, S., Zhang, X., Shao, W., Zhang, Q., Yan, W., Pan, B., & Xie, Y. (2018) · Journal of the American Chemical Society · doi:10.1021/jacs.7b10997 · Cited by 852
Metadata
- Authors
- Jiang, G., Chen, J., Huang, J.-S., & Che, C.-M.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2009-09-21
- Volume
- 11
- Issue
- 20
- Pages
- 4568-4571
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2087933637
- Cited by
- 287
- References
- 13
- FWCI
- 7.66
- Type
- journal article
- Language
- en
- Open access
- closed
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