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Synthesis of Two Coumarins Isolated from Aster praealtus
Author(s) -
Wang Bo,
Chen Huijun,
Wu Yikang,
Liu Bo
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500295
Subject(s) - chemistry , steric effects , aryl , bromide , iodide , halide , advanced spaceborne thermal emission and reflection radiometer , reactivity (psychology) , coumarin , medicinal chemistry , organic chemistry , combinatorial chemistry , alkyl , medicine , remote sensing , alternative medicine , pathology , digital elevation model , geology
Two coumarins isolated from Aster praealtus were synthesized via a direct coupling of the corresponding cyclohexyl carbinol with a coumarin‐derived aryl bromide or iodide, a very difficult etherification due to the excess steric congestion around the carbinol and the low reactivity of the aryl halide that frustrated many seemingly feasible protocols. Unequivocal 1 H and 13 C NMR data for these compounds were thus made available for the first time. Uncertainty and errors in 1 H and 13 C NMR data in previous reports are also eliminated and revealed, respectively.