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1,3‐Dipolar Cycloadditions. Past and Future
Abstract
In contrast to the very large number of special methods applicable to syntheses in the heterocyclic series, relatively few general methods are available. The 1,3‐dipolar addition offers a remarkably wide range of utility in the synthesis of five‐membered heterocycles. Here the “1,3‐dipole”, which can only be represented by zwitterionic octet resonance structures, combines in a cycloaddition with a multiple bond system – the “dipolarophile” – to form an uncharged five‐membered ring. Although numerous individual examples of this reaction were known, some even back in the nineteenth century, fruitful development of this synthetic principle has been achieved only in recent years.
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Cited by
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Sletten, E. M., & Bertozzi, C. R. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200900942 · Cited by 3,165
Cu-free click cycloaddition reactions in chemical biology
Jewett, J. C., & Bertozzi, C. R. (2010) · Chemical Society Reviews · doi:10.1039/b901970g · Cited by 1,684
Prescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,456
Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones
Jewett, J. C., Sletten, E. M., & Bertozzi, C. R. (2010) · Journal of the American Chemical Society · doi:10.1021/ja100014q · Cited by 697
Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications
Agrahari, A. K., Bose, P., Jaiswal, M. K., Rajkhowa, S., Singh, A. S., Hotha, S., Mishra, N., & Tiwari, V. K. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.0c00920 · Cited by 445
Metadata
- Authors
- Huisgen, R.
- Venue
- Angewandte Chemie International Edition in English
- Publisher
- Wiley
- Published
- 1963-10
- Volume
- 2
- Issue
- 10
- Pages
- 565-598
- ISSN
- 0570-0833 (ISSN-L)
- OpenAlex
- W1977762520
- Cited by
- 2,929
- References
- 0
- FWCI
- 21.96
- Type
- journal article
- Language
- en
- Open access
- closed
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