Тип публикации: статья из журнала
Год издания: 2018
Идентификатор DOI: 10.1002/chem.201704554
Ключевые слова: alkaloids, atropisomers, C-H bond activation, Iron catalysis, Natural Products, oxidative coupling
Аннотация: We describe the synthesis of 1,1′- and 2,2′-bicarbazoles by oxidative homocoupling of 2- and 1-hydroxycarbazoles. The oxidative coupling using catalytic amounts of F16PcFe can be applied to both groups of substrates. Although F16PcFe generally provides the best yields for the synthesis of 1,1′-bicarbazoles, di-tert-butyl peroxide aПоказать полностьюffords better results for the 2,2′-bicarbazoles. In our study, we have achieved the first syntheses of the biscarbalexines A–C, bisglybomine B, 2,2′-dihydroxy-7,7′-dimethoxy-3,3′-dimethyl-1,1′-bicarbazole, bispyrayafoline C, and bisisomahanine. The iron-catalyzed coupling of koenigine led to an improved synthesis of 8,8′′-biskoenigine and afforded an unprecedented decacylic product. Oxidative coupling of 1-hydroxycarbazoles led to bisclausenol, and to the first total syntheses of bismurrayafoline B and D.
Журнал: Chemistry - A European Journal
Выпуск журнала: Т. 24, № 2
Номера страниц: 458-470
ISSN журнала: 09476539
Издатель: Wiley Interscience