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  Home >> Reagents >> BOOST >> AIBX (CAS:1350662-93-9/1g)

Brand:BOOST
Item#:12050401404502
Score:501  (Score change Discount Voucher)
Weight:1 kg.
Name:5-Trimethylammonio-1,3-dioxo-1,3-dihydro-1λ5-benzo[d][1,2]iodoxol-1-ol anion
CAS:1350662-93-9
RMW:337.1135
Decomp. Temp.(°C):173-175℃
W. Sol.:Soluble in water
N. W.:1g
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AIBX can be used for oxidizing various β-keto esters to their corresponding dehydrogenated products; dehydrogenative α,β’-bifunctionalization of β-ketoesters and β-diketones; cyclopropanation of β-keto esters; formation of epoxide groups of β-keto esters; oxidization of olcohols and the synthesis of isoxazoline N-oxides.

 

References:

 

[1] Cui, L.; Dong, Z.; Liu, K.; Zhang, C. Design, synthesis, structure, and dehydrogenation reactivity of a water-soluble o-iodoxybenzoic acid derivative bearing a trimethylammonium group. Org. Lett. 2011, 13, 6488-6491.

[2] Duan, Y.; Cui, L.; Zuo, L.; Zhang, C. Recyclable hypervalent-iodine-mediated dehydrogenative α,β’-bifunctionalization of β-keto esters under metal-free conditions. Chem. - Eur. J. 2015, 21, 13052-13057.

[3] Duan, Y.; Zhang, Z.; Zhang, C. Recyclable hypervalent-iodine-mediated dehydrogenative cyclopropanation under metal-free conditions. Org. Lett. 2016, 18, 6176-6179.

[4] Jiang, S.; Yan, T.; Han, Y.; Cui, L.; Xue, X.; Zhang, C. Hypervalent-iodine-mediated formation of epoxides from carbon(sp2)−carbon(sp3) single bonds. J. Org. Chem. 2017, 82, 11691-11702.

[5] Shen, H.; Duan, Y.; Zheng, K.; Zhang, C. Redetermination of the Structure of a Water-Soluble Hypervalent Iodine(V) Reagent AIBX and Its Synthetic Utility in the Oxidation of Alcohols and Synthesis of Isoxazoline N-Oxides. J. Org. Chem. 2019, 84, 22, 14381–14393.

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