Application of organolithium and related reagents in synthesis. Part 221. Synthetic strategies based on ortho-aromatic metallation. A concise regiospecific conversion of benzoic acids into the 4-pyridyl-2h-phthalazin- 1-ones

Article abstract of DOI:10.1080/00397919908085788

The synthesis of phthalazin-1-ones 6, 7, 8 via the reaction of 3- hydroxyisoindolin-1-ones 3, 4, 5 with hydrazine hydrate is described. Starting compounds 3, 4, 5 were regiospecifically prepared upon the lithiation (n-BuLi) of the benzanilides 1 and subsequently the reaction of the dilithiated anilides 2 with methyl pyridinecarboxylates.

Full text of DOI:10.1080/00397919908085788

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Synthetic Communications: An
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Application of Organolithium
and Related Reagents in
Synthesis. Part 221. Synthetic
Strategies Based on Ortho-
Aromatic Metallation.
A Concise Regiospecific
Conversion of Benzoic
Acids into the 4-Pyridyl-2H-
Phthalazin-1-Ones
J. Z. Brzezinski a , J. Epsztajn a , A. D. Bakalarz a ,
A. Lajszczak a & Z. Malinowski a
a Department of Organic Chemistry , University of
Łódź , Narutowicza 68, 90-136, Łódź, Poland Phone:
(4842)6786583 E-mail:
Published online: 17 Sep 2007.
To cite this article: J. Z. Brzezinski , J. Epsztajn , A. D. Bakalarz , A. Lajszczak & Z.
Malinowski (1999) Application of Organolithium and Related Reagents in Synthesis.
Part 221. Synthetic Strategies Based on Ortho-Aromatic Metallation. A Concise
Regiospecific Conversion of Benzoic Acids into the 4-Pyridyl-2H-Phthalazin-1-Ones,
Synthetic Communications: An International Journal for Rapid Communication of
Synthetic Organic Chemistry, 29:3, 457-473, DOI: 10.1080/00397919908085788

To link to this article: http://dx.doi.org/10.1080/00397919908085788
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