The oxidation of homophthalimide derivatives by dioxygen in alkaline media and cleavage-cyclisation reactions

H  Heaney; M O  Taha; A M Z  Slawin

The oxidation of homophthalimide derivatives by dioxygen in alkaline media and cleavage-cyclisation reactions

H Heaney, M O Taha, A M Z Slawin

Research output: Contribution to journal › Article › peer-review

Abstract

The oxidation of alpha-alkylhomophthalimide derivatives by dioxygen in the presence of ethanolic sodium hydroxide leads to the rapid formation of alpha-hydroxy-alpha-alkylhomophthalimide derivatives and hence, as a result of ring cleavage and lactone formation, to alpha-amido-alpha-alkylphthalides, potential precursors to phthalide isoquinoline alkaloids and analogues. (C) 1997 Elsevier Science Ltd.

Original language	English
Pages (from-to)	3051-3054
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	17
Publication status	Published - 28 Apr 1997

Keywords

SYSTEM ACTIVE COMPOUNDS

Cite this

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title = "The oxidation of homophthalimide derivatives by dioxygen in alkaline media and cleavage-cyclisation reactions",

abstract = "The oxidation of alpha-alkylhomophthalimide derivatives by dioxygen in the presence of ethanolic sodium hydroxide leads to the rapid formation of alpha-hydroxy-alpha-alkylhomophthalimide derivatives and hence, as a result of ring cleavage and lactone formation, to alpha-amido-alpha-alkylphthalides, potential precursors to phthalide isoquinoline alkaloids and analogues. (C) 1997 Elsevier Science Ltd.",

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T1 - The oxidation of homophthalimide derivatives by dioxygen in alkaline media and cleavage-cyclisation reactions

AU - Heaney, H

AU - Taha, M O

AU - Slawin, A M Z

PY - 1997/4/28

Y1 - 1997/4/28

N2 - The oxidation of alpha-alkylhomophthalimide derivatives by dioxygen in the presence of ethanolic sodium hydroxide leads to the rapid formation of alpha-hydroxy-alpha-alkylhomophthalimide derivatives and hence, as a result of ring cleavage and lactone formation, to alpha-amido-alpha-alkylphthalides, potential precursors to phthalide isoquinoline alkaloids and analogues. (C) 1997 Elsevier Science Ltd.

AB - The oxidation of alpha-alkylhomophthalimide derivatives by dioxygen in the presence of ethanolic sodium hydroxide leads to the rapid formation of alpha-hydroxy-alpha-alkylhomophthalimide derivatives and hence, as a result of ring cleavage and lactone formation, to alpha-amido-alpha-alkylphthalides, potential precursors to phthalide isoquinoline alkaloids and analogues. (C) 1997 Elsevier Science Ltd.

KW - SYSTEM ACTIVE COMPOUNDS

UR - https://www.scopus.com/pages/publications/0030887608

M3 - Article

SN - 0040-4039

VL - 38

SP - 3051

EP - 3054

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -

The oxidation of homophthalimide derivatives by dioxygen in alkaline media and cleavage-cyclisation reactions

Abstract

Keywords

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