Synthetic studies in the indole series. Preparation of the unique antibiotic alkaloid chuangxinmycin by a nitro group displacement reaction

AP Kozikowski, MN Greco…

Index: Kozikowski, Alan P.; Greco, Michael N.; Springer, James P. Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7622 - 7626

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Citation Number: 23

Abstract

Abstract: The total synthesis of the unique sulfur-containing antibiotic indole alkaloid chuangxinmycin is described. This compound, first isolated by Chinese chemists at the Institute of Materia Medica, was assembled from 2, 6-dinitrotoluene by a scheme that combines the nitro group displacement reaction with the Leimgruter indole synthesis to produce a 4-sulfur-substituted indole. Further transformations involving acetylation of the ...