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Ultrafast click chemistry with fluorosydnones.

Abstract:

We report the synthesis and reactivity of 4-fluorosydnones, a unique class of mesoionic dipoles displaying exquisite reactivity towards both copper-catalyzed and strain-promoted cycloaddition reactions with alkynes. Synthetic access to these new mesoionic compounds was granted by electrophilic fluorination of σ-sydnone Pd(II) precursors in the presence of Selectfluor. Their reactions with terminal and cyclic alkynes were found to proceed very rapidly and selectively, affording 5-fluoro-1,4-py...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/anie.201606495

Authors


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Name:
Seventh Framework Programme
Grant:
316882
More from this funder
Name:
French National Research Agency
Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
55
Issue:
39
Pages:
12073-12077
Publication date:
2016-08-01
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pmid:
27560312
Language:
English
Keywords:
Pubs id:
pubs:640913
UUID:
uuid:d47f451a-fab6-4855-9899-21af10a86e44
Local pid:
pubs:640913
Source identifiers:
640913
Deposit date:
2017-08-01

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