99075-29-3Relevant academic research and scientific papers
Studies on Quinones X. On the Reaction of p-Benzoquinone with Secondary Aliphatic Amines
Ott,Pinter
, p. 901 - 909 (1997)
p-Benzoquinone (1) reacts with dialkylamines 2a-d to 2-dialkylamino-p-benzoquinones 3, 2,5-bis-dialkylamino-p-benzoquinones 4, 2-dialkylamino-8-hydroxydibenzofuran-1,4-quinones 5, and in pyridine also to 2-dialkylamino-5-p-hydroxy-phenoxy-p-benzoquinones 6. A method affording almost exclusively 3 has been developed which is also applicable to compounds 2e-h.
A Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26
Yu, Wanwan,Hjerrild, Per,Jacobsen, Kristian M.,Tobiesen, Henriette N.,Clemmensen, Line,Poulsen, Thomas B.
supporting information, p. 9805 - 9809 (2018/07/31)
The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation. Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly applicable method for heteroatom functionalization exists. Shown herein is that Co(OAc)2 and Mn(OAc)3?2 H2O act as powerful catalysts for oxidative p-quinone functionalization with a collection of O, N, and S nucleophiles, using oxygen as the terminal oxidant. Preliminary mechanistic observations and the first synthesis of the cytotoxic natural product strongylophorine-26 is presented.
Synthesis and Photolysis of 2-Dialkylamino-1,4-benzoquinones and 2-Dialkylamino-1,4-anthraquinones
Russkikh, V. V.
, p. 343 - 347 (2007/10/03)
Reactions of dimethylamine, diethylamine, piperidine, and morpholine with 1,4-benzoquinone and 1,4-anthraquinone yield corresponding 2-dialkylamino-, 2-piperidino-, and 2-morpholinoquinones.The quantum yields of photoinduced transformations of these compounds in toluene have been determined.The quantum yields in the case of 2-dialkylamino-1,4-anthraquinones are by a factor of 2-3 higher than in the case of 2-dialkylamino-1,4-benzoquinones.
