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Studies on the Synthetic Usefulness of the Nitro Function. Part I. A Novel Cyclopentenone Ring Annelation
Author(s) -
Nakashita Yoshihiko,
Watanabe Toshio,
Benkert Erwin,
LorenziRiatsch Annalaura,
Hesse Manfred
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670505
Subject(s) - chemistry , annulation , cyclopentenone , nitro , yield (engineering) , ring (chemistry) , sodium hydroxide , aqueous solution , catalysis , hydroxide , combinatorial chemistry , medicinal chemistry , organic chemistry , alkyl , materials science , metallurgy
A novel cyclopentenone ring annelation reaction is described. The treatment of the nitro compound 13 with aqueous sodium hydroxide in the presence of a phase‐transfer catalyst furnished 14a in one step. Similar treatment of 7 led to 8 , the reaction of which with t ‐BuOK afforded 9a without purification in high yield.
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