Novel method for the preparation of substituted indoles

ORGN 502

Zhu Bai, bai_zhu@pharmatechs.com, Li Ji, Jijun Shen, Fanqi Meng, Lingyun Huang, Hai-Ying He, he_haiying@pharmatechs.com, Shu-Hui Chen, and Ge Li. WuXi PharmaTech Co., Ltd, No. 1 Building, 288 FuTe ZhongLu, WaiGaoQiao Free Trade Zone, Shanghai, 200131, China

Alkoxyindoles are very important building blocks and have been found in some drugs and biologically active compounds. The reported methods to 5- or 6-alkoxyindoles mainly involved in the reaction of expensive 5- or 6-hydroxyindole with alkyl alcohols or alkyl halides. Therefore, we have developed a convenient way to prepare 5 or 6-alkoxyindoles starting from inexpensive starting materials. By using this method, the targeted 5- or 6-alkoxyindoles 4 were obtained in total 20% ~ 60% yields from 3-methyl-4-nitro-phenol or 4-methyl-3-nitro-phenol 1, respectively,via a 3-step synthetic sequence.