906719
Pyrylium tetrafluoroborate
≥95%
Synonym(s):
Pyry-BF4
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About This Item
Empirical Formula (Hill Notation):
C5H5BF4O
CAS Number:
Molecular Weight:
167.90
MDL number:
UNSPSC Code:
12352107
NACRES:
NA.22
Recommended Products
Assay
≥95%
form
powder
storage temp.
2-8°C
SMILES string
[B-](F)(F)(F)F.[o+]1ccccc1
InChI
1S/C5H5O.BF4/c1-2-4-6-5-3-1;2-1(3,4)5/h1-5H;/q+1;-1
InChI key
SJNICXIZTGPXAU-UHFFFAOYSA-N
Application
Pyrylium tetrafluoroborate is used for the functionalization of heterocyclic amines, activating them for nucleophilic substitution. As demonstrated by the Cornella lab, the intermediate pyridinium salts can react with a vast array of nucelophiles to form new C-N, C-O, and C-S bonds, making pyrylium tetrafluoroborate a valuable reagent for late-stage functionalization.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Daniel Moser et al.
Angewandte Chemie (International ed. in English), 57(34), 11035-11039 (2018-07-04)
The functionalization of aminoheterocycles by using a pyrylium tetrafluoroborate reagent (Pyry-BF4 ) is presented. This reagent efficiently condenses with a great variety of heterocyclic amines and primes the C-N bond for nucleophilic aromatic substitution. More than 60 examples for the
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