309947-66-8Relevant articles and documents
The Synthesis and Chemoselective Reactivity of 3-Aminocyclopentadienones
Rainier, Jon D.,Imbriglio, Jason E.
, p. 7272 - 7276 (2000)
Iron and cobalt complexes of 3-aminocyclopentadienones have been synthesized from the [2 + 2 + 1] cycloadditions of nitrogen acetylenes and pendant alkynes. Following decomplexation, the resulting 3-aminocyclopentadienones have been subjected to chemo- and regioselective cycloadditions with dienophiles and heterodienes.
Dual Gold-Catalyzed Formal Tetradehydro-Diels–Alder Reactions for the Synthesis of Carbazoles and Indolines
Wang, Hong-Fa,Wang, Shi-Yue,Qin, Tian-Zhu,Zi, Weiwei
supporting information, p. 17911 - 17914 (2018/11/23)
This work reports a dual gold-catalyzed tetradehydro-Diels–Alder reaction for the synthesis of nitrogen-containing aromatic heterocycles. Under the catalytic system (IPrAuNTf2/DIPEA), indolines and carbazoles as well as other N-containing aromatic heterocycles were prepared in high yields with good functional group tolerance. Unlike the traditional thermal tetradehydro-Diels–Alder reactions, diluted reaction concentration and radical prohibitors are not required for this protocol. Experimental data support a mechanism involving gold vinylidene species, which undergoes a 6 π electrocyclization, followed with 1,2-hydrogen shift.
Tandem Gold-Catalyzed Dehydrative Cyclization/Diels-Alder Reactions: Facile Access to Indolocarbazole Alkaloids
Borrero, Nicholas V.,Deratt, Lindsey G.,Ferreira Barbosa, Lais,Abboud, Khalil A.,Aponick, Aaron
, p. 1754 - 1757 (2015/04/14)
A gold-catalyzed synthesis of cyclic 2-oxodienes from readily prepared propargyl alcohols and the subsequent Diels-Alder reaction are reported. The dehydrative cyclization reactions proceeded smoothly, and the dienes formed in situ were demonstrated to un