TCI's Sulfonimidamidation Reagent for Three-Component Reactions
Interest to incorporate the sulfonimidamide functional group and new synthetic routes to sulfonimidamides continue to be a focal point across benchtops. With vaiours applications in synthetic, medicinal, agrochemical, and material science, TrNSO [T3773] is a useful reagent for one-pot synthesis of sulfonimideamides. In order to genreate sulfonimidoyl chloride, TrNSO is added with Grignard reagents and treated with tert-butyl hypochlorite. Addition of the amine with methanesulfonic acid provided the corresponding sulfonimide amide in good yields and this reaction is applicable to various aromatic and alkyl Grignard reagents, as well as primary and secondary amines.
Sodium Hypochlorite Pentahydrate for the Safe Synthesis of Hypervalent Iodine Compounds
Sodium hypochlorite pentahydrate [S0939] is an easy-to-handle crystalline solid oxidant with a higher stability than its aqueous solution counterpart. In the synthesis of trivalent iodide compounds such as (diaceteoxyiodo)arenes, sodium perborate tetrahydrate, sodium periodate and 3-chloroperoxybenzoic acid have been used successfully, but often require excess reagents and have additional limitations with substrates. To remove such limits, try our Sodium hypochlorite pentahydrate [S0939] that enables a simple, safe and rapid synthesis of (diacetoxyiodo)arenes.
Phosphines are a three-valent phosphorus compound and act as a soft σ-donating ligand with an unshared electron pair. This gives solubilization and stabilization to organometallic complexes by forming complexes with various transition metal species including latter-period transition metals and others, and is also used for controlling the reactivity and selectivity of the transition metal promoted reactions. Electron density and bulkiness of phosphine ligands are greatly related to the reactivity of their forming metal complexes. Tri(o-tolyl)phosphine [T1024], 1,1'-bis(diphenylphosphino)ferrocene [B2027] and xantphos [B2709] are known as representative bulky phosphine ligands.
Synthesis of Acyclic Haloamines with a Ring Opening of Cyclic Amines
The Sarpong group has reported a very useful method, with multitudes of synthetic utility, to cleave C(sp3)-C(sp3) bonds within unstrained cyclic amines to provide acyclic haloamine products. The report shows that when a a cationic halogen source such as NBS [B0656] or NCS [C0291], peroxodisulfate [A2098], and silver ions, these engage in a SET and HAT redox cycle which readily and mildly oxidizes cyclic Piv-protected amines to iminium ions. Hydrolysis and further oxidation provides an amino acid intermediate which is further decarboxylated in the presence of halogen cation sources to afford haloamine products. Varying cyclic amine ring sizes are well tolerated, including bicyclic quinolizidines and prolines.
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