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经验公式(希尔记法):
C18H11BF9N3O
化学文摘社编号:
分子量:
467.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C18H11F5N3O.BF4/c19-12-13(20)15(22)18(16(23)14(12)21)26-7-25-11(24-26)6-27-10-5-8-3-1-2-4-9(8)17(10)25;2-1(3,4)5/h1-4,7,10,17H,5-6H2;/q+1;-1/t10-,17+;/m1./s1
SMILES string
F[B-](F)(F)F.Fc1c(F)c(F)c(c(F)c1F)-[n+]2c[n@@H]3[C@@H]4[C@@H](Cc5ccccc45)OCc3n2
InChI key
CPCMDOOTVHDRTM-CVJFODCESA-N
assay
97%
form
solid
mp
233-237 °C
functional group
ether, fluoro
storage temp.
2-8°C
Quality Level
Application
5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate can be used as an N-heterocyclic carbene (NHC) organocatalyst in:
- Benzoin reactions of aldehydes and total synthesis of a natural product named isodarparvinol B.
- Synthesis of spirocyclic oxindole-dihydropyranones by reacting α-bromo-α,β-unsaturated aldehydes with isatin derivatives.
- Synthesis of 1,4-dicarbonyl compounds through intramolecular Stetter reaction.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
N-heterocyclic carbene/Lewis acid strategy for the stereoselective synthesis of spirocyclic oxindole--dihydropyranones
Xiao Z, et al.
Organic Letters, 16(14), 3632-3635 (2014)
Scope of the asymmetric intramolecular Stetter reaction catalyzed by chiral nucleophilic triazolinylidene carbenes
de Alaniz JR, et al.
The Journal of Organic Chemistry, 73(6), 2033-2040 (2008)
Minimization of Amounts of Catalyst and Solvent in NHC-Catalyzed Benzoin Reactions of Solid Aldehydes: Mechanistic Consideration of Solid-to-Solid Conversion and Total Synthesis of Isodarparvinol B
Iwai K, et al.
ACS Omega, 5(17), 10207-10216 (2020)
商品
Rovis has demonstrated that triazolium salt in the presence of a base can act as an N-heterocyclic carbene organocatalyst in highly enantioselective intramolecular Stetter reactions.
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