Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala, México D.F. 11340, Mexico.
Molecules. 2013 Aug 26;18(9):10334-51. doi: 10.3390/molecules180910334.
A palladium-catalyzed synthesis of the carbazole framework is described, including the preparation of 2-, 5-, and 7-oxygenated natural and unnatural carbazole alkaloids. A series of N-arylcyclohexane enaminones, generated by condensation of cyclohexane-1,3-dione with diverse anilines, were aromatized by a Pd(0)-catalyzed thermal treatment to afford the corresponding diarylamines. The latter were submitted to a Pd(II)-catalyzed cyclization and methylation processes to provide the desired carbazoles, including clausine V. Following an inverse strategy, a new and short total synthesis of glycoborine is also reported.
描述了钯催化的咔唑骨架合成，包括 2-、5-和 7-氧代天然和非天然咔唑生物碱的制备。通过环己烷-1,3-二酮与各种苯胺缩合生成的一系列 N-芳基环己烷烯胺酮，通过 Pd(0)催化的热处理进行芳构化，得到相应的二芳基胺。后者进行 Pd(II)催化的环化和甲基化过程，得到所需的咔唑，包括克劳辛 V。采用相反的策略，还报道了糖硼素的全新和简短的全合成。
