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924253

Sigma-Aldrich

Deoxazole-quat

≥95%

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

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

Related Categories

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

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Class I Designated Chemical Substances

JAN Code

924253-BULK:
924253-VAR:
924253-5G:4548173373713
924253-1G:4548173373706

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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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