Synthesis p. 965 - 968 (1994)
Update date:2022-08-04
Topics:
Thompson
Torabi
A ring-opened side product 3, formed during the reduction of a pyridinium precursor to the antiarrhythmic drug, encainide (2), was isolated. The structure of 3 was confirmed by an independent synthesis from o-iodonitrobenzene and 1-hepten-3-ol. The key step was a palladium(II) catalyzed coupling to introduce the 3-oxoheptyl side chain onto the aromatic ring. Synthetic 3 exhibited significant antiarrhythmic activity.
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Doi:10.1021/jo500446f
(2014)Doi:10.1039/JR9510000652
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(1993)Doi:10.1107/S0108270194002829
(1994)Doi:10.1021/bm500101w
(2014)Doi:10.1016/j.tet.2014.03.061
(2014)
