One-pot three-step synthesis of naphtho[2,3-α]carbazole5,13-diones using a tandem radical alkylation-cyclization-aromatization reaction sequence
A three-step, one-pot tandem reaction including radical nucleophilic alkylation/cyclization/ aromatization was developed using 0.3 equivalents of silver(I) acetate (AgOAc) as the catalyst and 2 equivalents of ammonium persulfate [(NH4)2S2O8] as the oxidant. This strategy is highly efficient for the assembly of pentacyclic complex carbazoles from aryl-fused bromobenzoquinones and indol-3ylpropanoic acid acids in 52-72% overall yields (three steps). This new approach provides a significant improvement over the previously reported methods and would greatly facilitate analog library construction of pentacyclic complex carbazoles and benefit further biological evaluation of these compounds.
Ding, Chunyong,Tu, Shanghui,Yao, Qizheng,Li, Fulong,Wang, Yuanxiang,Hu, Wenxiang,Zhang, Ao
supporting information; experimental part
p. 847 - 853
(2010/07/05)
A concise synthesis of novel naphtho[a]carbazoles and benzo[c]carbazoles
Starting from simple indole precursors the synthesis of naphtho[a]carbazoles and benzo[c]carbazoles is described. Key steps include the use of the Suzuki-Miyaura reaction to afford 2- or 3-aryl substituted indoles, as well as a potassium t-butoxide and light assisted aromatic ring-forming reaction.
Pathak, Rakhi,Nhlapo, Johanna M.,Govender, Sameshnee,Michael, Joseph P.,Van Otterlo, Willem A. L.,De Koning, Charles B.
p. 2820 - 2830
(2007/10/03)
More Articles about upstream products of 21355-36-2