700-91-4Relevant articles and documents
Novel Kumada coupling reaction to access cyclic (2-azaallyl)stannanes. Cycloadditions of cyclic nonstabilized 2-azaallyllithium species derived from cyclic (2-azaallyl)stannanes
Mans, Douglas M.,Pearson, William H.
, p. 6419 - 6426 (2004)
A Kumada cross-coupling reaction involving organomagnesium reagents and (3-methylthio-2-azaallyl)stannanes with a Ni(O) catalyst provided cyclic nonstabilized (2-azaallyl)stannanes in moderate to good yields. Primary alkyl, aryl, and allylic organomagnesi
Domino Synthesis of 4-Alkylidene-3,4-dihydro-2H-pyrroles from Homopropargyl Sulfonamides and Aldehydes
Amemiya, Sho,Takahashi, Yui,Tsubouchi, Akira,Saito, Akio
supporting information, p. 5717 - 5724 (2021/10/30)
Abstract: We describe a domino synthesis of 4-alkylidene-3,4-dihydro-2H-pyrroles from aryl-substituted homopropargyl sulfonamides and aldehydes promoted by cheap and easy-to-handle TsOH ? H2O. The present reactions proceed through cyclocondensation of α-sulfonamidoethyl-α,β-enone intermediates, which are formed by ring-cleavage of 3-acylpyrrolidines corresponding to aza-Prins cyclized intermediates. By controlling the conditions, 3-acylpyrrolidines can be obtained.
Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator
Guemundsson, Arnar,Manna, Srimanta,B?ckvall, Jan-E.
supporting information, p. 11819 - 11823 (2021/04/29)
Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.