@article{oai:kanazawa-u.repo.nii.ac.jp:00014964, author = {Yamada, Koji and Kawasaki, Toshiya and Fujita, Tomomi and Somei, Masanori}, issue = {6}, journal = {Heterocycles}, month = {Jun}, note = {Nucleophilic substitution reaction of 1-methoxy-6-nitroindole (1) was examined. In the reaction with sodium methoxide or sodium cyanide as a nucleophile, 2- and 3-methoxy-6-nitroindoles, and 7-cyano-6-nitroindole were obtained, respectively. A novel methylene homologation at the 3-position was found in the reaction of 1 with sodium methyl sulfide or potassium salt of diethyl malonate to give 3-methylthiomethytyl-6-nitroindole and its 2-methylthio derivative, and diethyl 2-(6-nitroindol-3-yl)methylmalonate, respectively. Possible reaction mechanism is discussed., 金沢大学大学院自然科学研究科生理活性物質科学, 金沢大学薬学部}, pages = {1151--1159}, title = {Nucleophilic substitution reaction of 1-methoxy-6-nitro-indole}, volume = {55}, year = {2001} }