3-Pyrrolidinones: Michael addition and Schmidt rearrangement reactions

F. A. Amer; M. Hammouda; A. A.S. El-Ahl; B. F. Abdel-Wahab

doi:10.1080/00397910802378373

3-Pyrrolidinones: Michael addition and Schmidt rearrangement reactions

F. A. Amer, M. Hammouda, A. A.S. El-Ahl, B. F. Abdel-Wahab

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

7 Scopus citations

Abstract

Various spiro-pyrano[3,2-b]pyrrolo-2-oxoindolines 3a-d and dicyano-pyrano[3,2-b]pyrroles 5a-e have been synthesized in the present study by Michael addition of 3-pyrrolidinones 1 to isatin-3-ylidenes 2 and arylidenemalononitrile 4. Hexahydro-4-oxo-1-aryl-pyrimidine-5-carboxylic acids 7a,b were synthesized from 1 by Schmidt rearrangement.

Original language	English
Pages (from-to)	416-425
Number of pages	10
Journal	Synthetic Communications
Volume	39
Issue number	3
DOIs	https://doi.org/10.1080/00397910802378373
State	Published - Jan 2009
Externally published	Yes

Keywords

3-pyrrolidinones
Arylidenemalononitriles
Isatin-3-ylidines
Michael addition
Schmidt rearrangement

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10.1080/00397910802378373

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title = "3-Pyrrolidinones: Michael addition and Schmidt rearrangement reactions",

abstract = "Various spiro-pyrano[3,2-b]pyrrolo-2-oxoindolines 3a-d and dicyano-pyrano[3,2-b]pyrroles 5a-e have been synthesized in the present study by Michael addition of 3-pyrrolidinones 1 to isatin-3-ylidenes 2 and arylidenemalononitrile 4. Hexahydro-4-oxo-1-aryl-pyrimidine-5-carboxylic acids 7a,b were synthesized from 1 by Schmidt rearrangement.",

keywords = "3-pyrrolidinones, Arylidenemalononitriles, Isatin-3-ylidines, Michael addition, Schmidt rearrangement",

author = "Amer, \{F. A.\} and M. Hammouda and El-Ahl, \{A. A.S.\} and Abdel-Wahab, \{B. F.\}",

year = "2009",

month = jan,

doi = "10.1080/00397910802378373",

language = "English",

volume = "39",

pages = "416--425",

journal = "Synthetic Communications",

issn = "0039-7911",

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TY - JOUR

T1 - 3-Pyrrolidinones

T2 - Michael addition and Schmidt rearrangement reactions

AU - Amer, F. A.

AU - Hammouda, M.

AU - El-Ahl, A. A.S.

AU - Abdel-Wahab, B. F.

PY - 2009/1

Y1 - 2009/1

N2 - Various spiro-pyrano[3,2-b]pyrrolo-2-oxoindolines 3a-d and dicyano-pyrano[3,2-b]pyrroles 5a-e have been synthesized in the present study by Michael addition of 3-pyrrolidinones 1 to isatin-3-ylidenes 2 and arylidenemalononitrile 4. Hexahydro-4-oxo-1-aryl-pyrimidine-5-carboxylic acids 7a,b were synthesized from 1 by Schmidt rearrangement.

AB - Various spiro-pyrano[3,2-b]pyrrolo-2-oxoindolines 3a-d and dicyano-pyrano[3,2-b]pyrroles 5a-e have been synthesized in the present study by Michael addition of 3-pyrrolidinones 1 to isatin-3-ylidenes 2 and arylidenemalononitrile 4. Hexahydro-4-oxo-1-aryl-pyrimidine-5-carboxylic acids 7a,b were synthesized from 1 by Schmidt rearrangement.

KW - 3-pyrrolidinones

KW - Arylidenemalononitriles

KW - Isatin-3-ylidines

KW - Michael addition

KW - Schmidt rearrangement

UR - http://www.scopus.com/inward/record.url?scp=61649119051&partnerID=8YFLogxK

U2 - 10.1080/00397910802378373

DO - 10.1080/00397910802378373

M3 - Article

AN - SCOPUS:61649119051

SN - 0039-7911

VL - 39

SP - 416

EP - 425

JO - Synthetic Communications

JF - Synthetic Communications

IS - 3

ER -

3-Pyrrolidinones: Michael addition and Schmidt rearrangement reactions

Abstract

Keywords

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