Application of organolithium and related reagents in synthesis.: Part 22.: Synthetic strategies based on ortho-aromatic metallation.: A concise regiospecific conversion of benzoic acids into the 4-pyridyl-2H-phthalazin-1-ones.

被引：8

作者：

Brzezinski, JZ ^{[1
]}

Epsztajn, J ^{[1
]}

Bakalarz, AD ^{[1
]}

Lajszczak, A ^{[1
]}

Malinowski, Z ^{[1
]}

机构：

[1] Univ Lodz, Dept Organ Chem, PL-90136 Lodz, Poland

来源：

SYNTHETIC COMMUNICATIONS | 1999年 / 29卷 / 03期

关键词：

D O I：

10.1080/00397919908085788

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：457 / 473

页数：17

共 15 条

[1] Application of organolithium and related reagents in synthesis.: Part 21.: Synthetic strategies based on ortho-aromatic metallation.: A concise regiospecific synthesis of arylnaphthalanes as precursors of naphthylisoquinoline alkaloids
Epsztajn, J
Józwiak, A
Szczesniak, AK
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (16): : 2563 - 2567
[2] Application of organolithium and related reagents in synthesis, part 24. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 2-(1-aryl-2-methoxycarbonylethyl)benzoic acids
Epsztajn, J
Bieniek, A
Kowalska, JA
Kulikiewicz, KK
SYNTHESIS-STUTTGART, 2000, (11): : 1603 - 1607
[3] Application of organolithium and related reagents in synthesis .16. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of chlorobenzoic acids into their benzylated derivatives
Epsztajn, J
Bieniek, A
Kowalska, JA
MONATSHEFTE FUR CHEMIE, 1996, 127 (6-7): : 701 - 715
[4] Application of organolithium and related reagents in synthesis.: Part 23:: Synthetic strategies based on ortho-aromatic metallation.: Synthesis of 4b-arylisoindolo[2,1-a]quinoline derivatives
Epsztajn, J
Józwiak, A
Koluda, P
Sadokierska, I
Wilkowska, ID
TETRAHEDRON, 2000, 56 (27) : 4837 - 4844
[5] Application of Organolithium and Related Reagents in Synthesis. Part XXVIII [1]. Synthesis Strategies Based on Aromatic Metallation: A Conversion of Benzoic Acids into Arylthiomethyl Aromatic Carboxylic Acids
Adam Bieniek
Jan Epsztajn
Mieczysław W. Płotka
Monatshefte für Chemie / Chemical Monthly, 2003, 134 : 533 - 538
[6] Application of organolithium and related reagents in synthesis. XXVIII. Synthesis strategies based on aromatic metallation: A conversion of benzoic acids into arylthiomethyl aromatic carboxylic acids
Bieniek, A
Epsztajn, J
Plotka, MW
MONATSHEFTE FUR CHEMIE, 2003, 134 (04): : 533 - 538
[7] APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .14. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONCISE REGIOSPECIFIC CONVERSION OF BENZOIC-ACIDS INTO THEIR ORTHO-PYRIDOYL DERIVATIVES
EPSZTAJN, J
JOZWIAK, A
KRYSIAK, JA
TETRAHEDRON, 1994, 50 (09) : 2907 - 2916
[8] APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .13. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONCISE REGIOSPECIFIC CONVERSION OF BENZOIC-ACIDS INTO 4-HYDROXY-1-ARYLNAPHTHALENES
EPSZTAJN, J
JOZWIAK, A
SZCZESNIAK, AK
TETRAHEDRON, 1993, 49 (04) : 929 - 938
[9] Application of organolithium and related reagents in synthesis; Part 26.1 Synthetic strategies based on directed ortho-metalation: Synthesis of 4-methyl-2H-phthalazin-1-ones
Epsztajn, J. (epsztajn@krysia.uni.lodz.pl), 2001, Georg Thieme Verlag
[10] Application of organolithium and related reagents in synthesis;: Part 26.: Synthetic strategies based on directed ortho- metalation:: Synthesis of 4-methyl-2H-phthalazin-1-ones
Epsztajn, J
Malinowski, Z
Brzezinki, JZ
Karzatka, M
SYNTHESIS-STUTTGART, 2001, (14): : 2085 - 2090

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