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931845

Sigma-Aldrich

GenOx-PJ

Synonym(s):

3-Oxo-2-tosyl-2,3-dihydro-1H-1λ3-benzo[d][1,2]iodazol-1-yl acetate

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About This Item

Empirical Formula (Hill Notation):
C16H14INO5S
CAS Number:
Molecular Weight:
459.26
UNSPSC Code:
12352200
NACRES:
NA.21

form

powder

Quality Level

mp

>300 °C

functional group

iodo

storage temp.

−20°C

Application

GenOx-PJ is an iodine(III) based oxidant developed by Genentech as part of a robust method of forming C-O bonds through direct coupling of carboxylic acids with alcohols. When used with a Ru(II) photocatalyst, GenOx-PJ is active in the decarboxylative coupling of a broad range of carboxylic acids--including primary, secondary, tertiary, as well as peptides--with alcohols. By this method, GenOx-PJ enables a direct approach in utilizing simple, readily available substrates to perform this type of coupling, and providing many synthetic applications.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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A Platform for Decarboxylative Couplings via Photoredox Catalysis: Direct Access to Carbocations from Carboxylic Acids for Carbon?Oxygen Bond Formation
Li P, et al.
ACS Catalysis, 11(17), 10997?11004-10997?11004 (2021)

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