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Sigma-Aldrich

Pyrylium tetrafluoroborate

≥95%

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Synonym(s):
Pyry-BF4
Empirical Formula (Hill Notation):
C5H5BF4O
CAS Number:
80279-50-1
Molecular Weight:
167.90
UNSPSC Code:
12352107
NACRES:
NA.22

Assay

≥95%

form

powder

storage temp.

2-8°C

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.

Other Notes

Selective Functionalization of Aminoheterocycles by a Pyrylium Salt

Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by PyryBF4

Synthesis of Sulfonyl Fluorides from Sulfonamides

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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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