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924245

Sigma-Aldrich

Deoxazole

≥95%

Synonym(s):

5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C21H26BF4NO
CAS Number:
1207294-92-5
Molecular Weight:
395.24
UNSPSC Code:
12161600
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

215-219 °C

Application

Deoxazole is an N-heterocyclic carbene salt which activates 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, a Ni catalyst, and [Ir(dtbbpy)(ppy)2]PF6.

Other Notes

Metallaphotoredox-enabled deoxygenative arylation of alcohols

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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