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Palladium‐catalyzed synthesis of indoles from 2‐nitrostyrenes
Author(s) -
Izumi Taeko,
Soutome Michihiko,
Miura Takashi
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290644
Subject(s) - chemistry , palladium , yield (engineering) , catalysis , acetic acid , alkyl , nitrous acid , organic chemistry , medicinal chemistry , materials science , metallurgy
In the presence of palladium salts, oxidation of 2‐nitrostyrenes 1 with nitrous acid alkyl esters 2 resulted in the formation of 2‐nitrophenylacetaldehyde dialkyl acetals 3. Reductive cyclization of the acetals 3 with iron powder in acetic acid afforded indoles 5 in good yield.
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