@article{9626ec1310744f1da545377d23731882,
title = "Synthetic transformations of isoquinoline alkaloids: 1-(N-alkyl-1,2,3-triazol-4-yl)-6,18-endo-ethenodihydrothebainehydroquinones and triazolylnaphthohydroquinone-containing benzofuroazocines from thebaine",
abstract = "[Figure not available: see fulltext.] 1-Ethynyl-6,18-endo-ethenodihydrothebainehydroquinone reacted with azides in the presence of CuSO4·5H2O and sodium ascorbate in DMF, forming the respective 1-(N-alkyl(arylalkyl)triazol-4-yl)-6,18-endo-ethenodihydrothebainehydroquinones, which underwent retrodiene cleavage upon heating in DMF, forming functionalized tetrahydrofuro[4,3,2-fg][3]benzazocines containing naphthohydroquinone and 1,2,3-triazolyl substituents.",
keywords = "1,2,3-triazoles, benzofuroazocines, Cu(I)-catalyzed reactions, dihydrothebainehydroquinone, retro-cleavage, thebaine, ROUTE, ANALOGS, CLICK CHEMISTRY, OPIOIDS, LIGANDS, ORVINOLS, DIENE SYNTHESIS, DERIVATIVES, ANTINOCICEPTIVE ACTIVITIES, HYBRIDS",
author = "Bauman, {Valentina T.} and Jamsranjav Ganbaatar and Shults, {Elvira E.}",
year = "2017",
month = aug,
day = "1",
doi = "10.1007/s10593-017-2145-2",
language = "English",
volume = "53",
pages = "913--919",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer New York",
number = "8",
}