An efficient and concise total synthesis of the antimalarial alkaloid quindoline

作者：Bastos Dayse dos S; Silva Anna C; Albert Andre L M; Barros Wesley M R; Slana Glaucia B C A; Cardoso Jari N; Lopes Rosangela S C; Lopes Claudio C^*

来源：Tetrahedron Letters, 2013, 54(24): 3144-3146.

DOI：10.1016/j.tetlet.2013.04.010

• Quindoline
• Heteroaromatic lithiation
• Malaria
• Indoloquinolines

The preparation of the alkaloid quindoline (1) from indol (3) through a very direct synthetic approach is described in this work. Several successive heteroaromatic lithiation reaction steps were performed in the same medium producing benzylic alcohol (7) in excellent yield. The alcohol was submitted to catalytic reduction, undergoing concomitant cyclization and aromatization, yielding quindoline (1) in 55% overall yield.

• 出版日期2013-6-12