Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindoles

Paulo S. Almeida; Sundaresan Prabhakar; Ana M. Lobo; M. João Marcelo-Curlo

doi:10.1016/S0040-4039(00)78815-0

Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindoles

Paulo S. Almeida, Sundaresan Prabhakar, Ana M. Lobo, M. João Marcelo-Curlo

DQ - Departamento de Química

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

27 Citations (Scopus)

Abstract

The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-amino-benzoyl-phenylacetic acids and thence to oxindoles by dehydration.

Original language	English
Pages (from-to)	2671-2674
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4039(00)78815-0
Publication status	Published - 3 Jun 1991

Keywords

3,3-rearrangement
cyclisation
O-acyl hydroxamic acid
O-silylether
Oxindole

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@article{ed23b76625ac412dad9aef6c4de30397,

title = "Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindoles",

abstract = "The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-amino-benzoyl-phenylacetic acids and thence to oxindoles by dehydration.",

keywords = "3,3-rearrangement, cyclisation, O-acyl hydroxamic acid, O-silylether, Oxindole",

author = "Almeida, \{Paulo S.\} and Sundaresan Prabhakar and Lobo, \{Ana M.\} and Marcelo-Curlo, \{M. Jo{\~a}o\}",

note = "Thanks are due to Instituto Nacional de Investiga{\c c}{\~a}o Cientifica and Calouste Gulbenkian for partial financial support. One of us (P.S.A.) thanks Junta Nacional de e Tecnologica for a grant.",

year = "1991",

month = jun,

day = "3",

doi = "10.1016/S0040-4039(00)78815-0",

language = "English",

volume = "32",

pages = "2671--2674",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "23",

}

TY - JOUR

T1 - Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindoles

AU - Almeida, Paulo S.

AU - Prabhakar, Sundaresan

AU - Lobo, Ana M.

AU - Marcelo-Curlo, M. João

N1 - Thanks are due to Instituto Nacional de Investigação Cientifica and Calouste Gulbenkian for partial financial support. One of us (P.S.A.) thanks Junta Nacional de e Tecnologica for a grant.

PY - 1991/6/3

Y1 - 1991/6/3

N2 - The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-amino-benzoyl-phenylacetic acids and thence to oxindoles by dehydration.

AB - The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-amino-benzoyl-phenylacetic acids and thence to oxindoles by dehydration.

KW - 3,3-rearrangement

KW - cyclisation

KW - O-acyl hydroxamic acid

KW - O-silylether

KW - Oxindole

UR - https://www.scopus.com/pages/publications/0000489754

U2 - 10.1016/S0040-4039(00)78815-0

DO - 10.1016/S0040-4039(00)78815-0

M3 - Article

AN - SCOPUS:0000489754

SN - 0040-4039

VL - 32

SP - 2671

EP - 2674

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Synthetic applications of N-Aryl-O-acyl hydroxymic acids. A convenient route to 3-substituted N-Benzoyl oxindoles

Abstract

Keywords

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