Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction showcased ring-opening, -expansion, and one-pot further conversion of the substrates as well as the application with C-H azidation.

Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction showcased ring-opening, -expansion, and one-pot further conversion of the substrates as well as the application with C-H azidation.

Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction showcased ring-opening, -expansion, and one-pot further conversion of the substrates as well as the application with C-H azidation.

Controlled Synthesis of Polyphosphazenes with Chain-Capping Agents

N-alkyl phosphoranimines were synthesized via the Staudinger reaction of four different alkyl azides with tris(2,2,2-trifluoroethyl) phosphite. N-adamantyl, N-benzyl, N-t-butyl, and N-trityl phosphoranimines were thoroughly characterized and evaluated as chain-capping compounds in the anionic polymerization of P-tris(2,2,2-trifluoroethoxy)-N-trimethylsilyl phosphoranimine monomer. All four compounds reacted with the active chain ends in a bulk polymerization, and the alkyl end groups were identified by 1H-NMR spectroscopy. These compounds effectively controlled the molecular weight of the resulting polyphosphazenes. The chain transfer constants for the monomer and N-benzyl phosphoranimine were determined using Mayo equation.

Taming the Reactivity of Alkyl Azides by Intramolecular Hydrogen Bonding: Site-Selective Conjugation of Unhindered Diazides

Organic azides are still in the center of click chemistry connecting two molecules. However, taming the conjugation selectivity of azides is difficult without the help of the bulky groups. We...

Three-component coupling reaction for the synthesis of fully substituted triazoles: reactivity control of Cu-acetylide toward alkyl azides and diazo compounds

Herein, we report a Cu-catalyzed three-component coupling reaction of alkynes, azides, and diazo compounds for the synthesis of fully substituted triazoles.

A soluble iron(ii)-phthalocyanine-catalyzed intramolecular C(sp3)–H amination with alkyl azides

A soluble iron(ii)-phthalocyanine, [FeII(tBu4Pc)(py)2], is an effective catalyst in intramolecular C(sp3)–H bond amination of alkyl azides to give the amination products in moderate to excellent yields with a broad substrate scope.

Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This...