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Merck
CN

924253

Sigma-Aldrich

Deoxazole-quat

≥95%, powder

Synonym(s):

5,7-Di-tert-butyl-3-(4-(trifluoromethyl)phenyl)benzo[d]oxazol-3-ium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C22H25BF7NO
CAS Number:
2750161-92-1
Molecular Weight:
463.24
MDL number:
MFCD34596159
UNSPSC Code:
12161600
NACRES:
NA.21

Key Documents

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Product Name

Deoxazole-quat, ≥95%

Quality Level

100

Assay

≥95%

form

powder

mp

230-234 °C

SMILES string

CC(C)(C)C1=CC([N+](C2=CC=C(C(F)(F)F)C=C2)=CO3)=C3C(C(C)(C)C)=C1.F[B-2](F)(F)F

Application

Deoxazole-quat is an N-heterocyclic carbene salt which activates tertiary free alcohols for a C-C cross coupling reaction with aryl halides. The MacMillan group developed a mild, robust, and selective metallaphotoredox-based cross-coupling platform for the deoxygenative coupling for free alcohols using Deoxazole-quat, a Ni catalyst, and [Ir(dtbbpy)(ppy)2]PF6.

Other Notes

Metallaphotoredox-enabled deoxygenative arylation of alcohols

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Zhe Dong et al.
Nature, 598(7881), 451-456 (2021-09-01)
Metal-catalysed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcohols remain relatively underdeveloped2. In particular

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