TY - JOUR
T1 - Reaction of Coumarins with Superoxide Anion Radical (O2)
T2 - Facile Entry to o‐Coumarinic Acid Systems
AU - Frimer, Aryeh A.
AU - Aljadeff, Gladis
AU - Gilinsky‐Sharon, Pessia
PY - 1986
Y1 - 1986
N2 - Coumarins 1–5 were reacted with O2 in aprotic media. The course of the reaction was followed by using methyl iodide to “Cap” (trap) the oxy‐anions generated. Abstraction of the enolic hydrogen (where available) proved to be the most facile process followed by “saponification” of the lactone linkage. The cis‐stereochemistry of the original coumarin was maintained allowing easy access to a variety of o‐coumarinic acid systems.
AB - Coumarins 1–5 were reacted with O2 in aprotic media. The course of the reaction was followed by using methyl iodide to “Cap” (trap) the oxy‐anions generated. Abstraction of the enolic hydrogen (where available) proved to be the most facile process followed by “saponification” of the lactone linkage. The cis‐stereochemistry of the original coumarin was maintained allowing easy access to a variety of o‐coumarinic acid systems.
UR - https://www.scopus.com/pages/publications/84985099881
U2 - 10.1002/ijch.198600007
DO - 10.1002/ijch.198600007
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AN - SCOPUS:84985099881
SN - 0021-2148
VL - 27
SP - 39
EP - 44
JO - Israel Journal of Chemistry
JF - Israel Journal of Chemistry
IS - 1
ER -