13220-40-1Relevant academic research and scientific papers
A novel CAN-SiO2-mediated one-pot oxidation of 1-keto-1,2,3,4-tetrahydrocarbazoles to carbazoloquinones: Efficient syntheses of murrayaquinone A and koeniginequinone A
Chakraborty, Suchandra,Chattopadhyay, Gautam,Saha, Chandan
scheme or table, p. 331 - 338 (2011/06/19)
One-pot oxidations of substituted 1-keto-1,2,3,4-tetrahydrocarbazoles (1) to carbazole-1,4-quinones (2) are efficiently carried out by CAN-SiO 2-mediated reaction. This generalized protocol was successfully extended to the synthesis of two naturally occurring carbazoloquinones: murrayaquinone A (2b) and koeniginequinone A (2g). A plausible mechanism for this novel reaction involves formation of a 9-hydroxy-2,3,4,9-tetrahydro-1H- carbazole-1-one followed by rearrangement to 1-hydroxycarbazole derivatives, which are further oxidized by cerium (IV) to carbazoloquinones.
Synthesis of optically pure Clausenamine-A and its demethoxylated analogs
Lin, Guoqiang,Zhang, Aimin
, p. 7163 - 7171 (2007/10/03)
The first total synthesis of Clausenamine-A (3) was developed involving the Suzuki cross-coupling and oxidative coupling reaction. The synthesis of its demethoxylated analogs 1 and 2 were also reported. Resolution of (+)-1, (+)-2, (+)-3 and (-)-1, (-)-2, (-)-3 were performed via their corresponding camphorsulfonates of the racemates. The absolute configurations of (+)-1, (+)-2, (+)-3 and (-)-1, (-)-2, (-)-3 were assigned as (aR) and (aS), respectively, by X-ray analysis and their CD spectrum. The primarily cytotoxic activities of these biscarbazoles against Plasmodium falciparum were briefly described. (C) 2000 Elsevier Science Ltd.
The first synthesis of optically pure biscarbazoles and determination of their absolute configurations
Lin, Guoqiang,Zhang, Aimin
, p. 341 - 344 (2007/10/03)
Optically pure dimeric O-demethylmurrayafoline A (1) and its 6,6'- dimethoxyl analog 2 were synthesized via the resolution of their corresponding camphorsulfonates of the racemates. The absolute configurations of (+)-1, (+)-2 and (-)-1, (-)-2 were assigne
