Synthetic Communications p. 1225 - 1231 (2003)
Update date:2022-08-11
Topics:
Czerwinski, Kevin M.
Zificsak, Craig A.
Stevens, John
Oberbeck, Melissa
Randlett, Christopher
King, Melissa
Mennen, Steve
An improved route has been devised which provides canthin-6-one in the highest yield from tryptamine to date. Tryptamine is converted to Nb-benzyltryptamine via reaction with benzoylchloride and reduction using LAH. Pictet-Spengler condensation with 2-ketoglutaric acid, removal of the protecting group by CTH, and aromatization with MnO2 affords canthin-6-one in 48% overall yield.
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