Journal of the Chemical Society. Perkin transactions I p. 290 - 294 (1981)
Update date:2022-09-26
Topics: Heterocyclic compounds Intramolecular Substitution Aromatic nucleophilic Indole derivatives
Kametani, Tetsuji
Ohsawa, Tatsushi
Ihara, Masataka
Cyclisation of N-(2-bromo-4,5-dimethoxyphenethyl)acetamide (6) afforded 1-acetyl-2,3-dihydro-5,6-dimethoxy-1H-indole (13) by intramolecular nucleophilic aromatic substitution using sodium hydride and cuprous halide in dimethylformamide.The dihydroindoles (14), (15), and (16) were also synthesised from the corresponding amides (8) and (10) and the carbamate (12) in a similar manner.The dihydroindoles (13), (14), and (16) were converted into the indoles (20) and (21) in excellent yield by oxidation and subsequent alkaline hydrolysis.The 2-oxindoles (26) and (27) were also prepared under similar reaction condition from the phenylacetamide (24) and (25).
View MoreContact:+86-10-67147360/67107388
Address:No.18 Guangming Zhongjie, Chongwen District, Beijing, 100061, China
ZhangJiaGang YaRui Chemical Co.,Ltd.
Contact:0512-58360968
Address:China JiangSu Province Zhang Jia Gang City YangShe Oriental Plaza Building 10 B307
Contact:+86-577-65618087-605
Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Fuxin Jintelai Fluorin Chemical Co., Ltd.
Contact:+86-0418-8229599
Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
Zhejiang Newfine Industry Co.,Ltd.
Contact:+86-573-82262042
Address:No.225,Dongqing Road, garoms@163.com
Doi:10.1002/jccs.199800092
(1998)Doi:10.1021/ja01636a051
(1954)Doi:10.1016/j.bmcl.2004.05.044
(2004)Doi:10.1016/S0040-4039(00)92793-X
(1980)Doi:10.1007/BF00957722
(1982)Doi:10.1039/b405015k
(2004)
