73693-78-4Relevant academic research and scientific papers
Radical Alkyne peri-Annulation Reactions for the Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene
Tsvetkov, Nikolay P.,Gonzalez-Rodriguez, Edgar,Hughes, Audrey,dos Passos Gomes, Gabriel,White, Frankie D.,Kuriakose, Febin,Alabugin, Igor V.
, p. 3651 - 3655 (2018/03/06)
Radical cyclization reactions at a peri position were used for the synthesis of polyaromatic compounds. Depending on the choice of reaction conditions and substrate, this flexible approach led to Bu3Sn-substituted phenalene, benzanthrene, and olympicene derivatives. Subsequent reactions with electrophiles provided synthetic access to previously inaccessible functionalized polyaromatic compounds.
SYNTHESIS AND REACTIONS OF FURANANTHRONES
Gorelik, M.V.,Alimova, R.A.
, p. 745 - 751 (2007/10/02)
1-(Methoxycarbonyl)chloromethylanthraquines, obtained from diazotized 1-aminoanthraquinones and trichloroethylene by the Meerwein reaction, undergo cyclization to 2-methoxycarbonyl-6H-anthrafuran-6-ones when heated.The action of oxidizing agents on the latter leads to the formation of 1-methoxalylanthraquinones, which can be converted back into 2-methoxycarbonylanthrafuranones by reduction with aluminum in sulfuric acid.The action of amines leads to nucleophilic substitution of the chlorine atom or hydrogen atom at position 5 of the anthrafuranone to form the corresponding 5-amino derivatives.Entering into a Diels-Alder reaction, 2-methoxycarbonylanthrafuranones add dienophiles of the RCH=CH2 type regiospecifically and are converted after aromatization of the adducts into 1-R-substituted derivatives of the benzanthrone series.
