A Short and Efficient Synthesis of Isoindolin-1-ones

Abstract Here, we report a short and efficient synthesis of iso­indolin-1-ones. Base-induced cyclization of O-hydroxymethyl­benzamides, which was easily prepared from the corresponding phthalides and amines, led predominantly to N-alkylation in good yield. The reaction proceeded under mild condition...

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Veröffentlicht in:Synlett 2006-03, Vol.2006 (5), p.0801-0803
Hauptverfasser: Tsuritani, Takayuki, Kii, Satoshi, Akao, Atsushi, Sato, Kimihiko, Nonoyama, Nobuaki, Mase, Toshiaki, Yasuda, Nobuyoshi
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Sprache:eng
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Zusammenfassung:Abstract Here, we report a short and efficient synthesis of iso­indolin-1-ones. Base-induced cyclization of O-hydroxymethyl­benzamides, which was easily prepared from the corresponding phthalides and amines, led predominantly to N-alkylation in good yield. The reaction proceeded under mild conditions and bromine and nitrile substituents were tolerated. The selectivity is explained by HASB theory.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-933114