1152514-66-3Relevant academic research and scientific papers
Intramolecular dehydrative coupling of tertiary amines and ketones promoted by KO-t-Bu/DMF: A new synthesis of indole derivatives
Wei, Wen-Tao,Dong, Xue-Jiao,Nie, Shao-Zhen,Chen, Yan-Yan,Zhang, Xue-Jing,Yan, Ming
supporting information, p. 6018 - 6021 (2014/01/06)
A new synthesis of indole derivatives has been achieved through intramolecular dehydrative coupling of tertiary amines and ketones promoted by KO-t-Bu/DMF. The reaction probably proceeds via an α-amino alkyl radical pathway.
Visible light photooxidative cyclization of amino alcohols to 1,3-oxazines
Mathis, Cheryl L.,Gist, Brandi M.,Frederickson, Conerd K.,Midkiff, Katie M.,Marvin, Christopher C.
supporting information, p. 2101 - 2104 (2013/04/24)
1,3-Amino alcohols were prepared to examine how structure affects the oxidation of tertiary amines in visible light photocatalysis. These substrates were cyclized to produce oxazines following the photooxidative formation of iminium ions using catalytic Ru(bpy)3Cl2. Amino alcohol derivatives of tetrahydroisoquinoline, tetrahydroquinoline, pyrrolidine, and Δ3-piperidine all were found to be viable substrates. In the case of the unsaturated piperidines, cyclization is accompanied by addition of methanol across the alkene; most likely occurring via a conjugate addition to an intermediate α,β-unsaturated iminium ion prior to oxazine formation.
Efficient construction of C=N double bonds via acceptorless dehydrogenative coupling
Sun, Xiang,Hu, Yu,Nie, Shao-Zhen,Yan, Yun-Yun,Zhang, Xue-Jing,Yan, Ming
supporting information, p. 2179 - 2184 (2013/10/01)
The efficient construction of C=N double bonds has been achieved by the Ir-catalyzed intramolecular acceptorless dehydrogenative cross-coupling of tertiary amines and amides. An iridium/2-hydroxypyridine complex was identified as the highly efficient catalyst. A number of quinazolinone derivatives was prepared in excellent yields. An iridium-mediated C-H activation mechanism is proposed. This finding provides an unprecedented strategy for the direct imidation of sp3 C-H bonds.
