Activation of α-Diazocarbonyls by Organic Catalysts: Diazo Group Acting as a Strong N-Terminal Electrophile.
In: Angewandte Chemie International Edition, Jg. 54 (2015-10-05), Heft 41, S. 12107-12111
Online
academicJournal
Zugriff:
For the first time α-diazocarbonyls have been used as highly active N-terminal electrophiles in the presence of bicyclic amidine catalysts. The CN bond-forming reactions of active methylene compounds as C nucleophiles with α-diazocarbonyls as N-terminal electrophiles proceed quickly under ambient conditions, in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), because of the formation of the reactive N-terminal electrophilic intermediates. DBU activates both the active methylene and α-diazocarbonyl. Importantly, this reaction is general for both active methylenes and α-diazocarbonyls, and the activation mode will lead to new synthetic applications of α-diazocarbonyls. [ABSTRACT FROM AUTHOR]
Titel: |
Activation of α-Diazocarbonyls by Organic Catalysts: Diazo Group Acting as a Strong N-Terminal Electrophile.
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Autor/in / Beteiligte Person: | Li, Lei ; Chen, Jia‐Jia ; Li, Yi‐Jin ; Bu, Xiu‐Bin ; Liu, Qun ; Zhao, Yu‐Long |
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Zeitschrift: | Angewandte Chemie International Edition, Jg. 54 (2015-10-05), Heft 41, S. 12107-12111 |
Veröffentlichung: | 2015 |
Medientyp: | academicJournal |
ISSN: | 1433-7851 (print) |
DOI: | 10.1002/anie.201505064 |
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