DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime

Taku Imaizumi; Kentaro Okano; Hidetoshi Tokuyama

doi:10.1002/0471264229.os093.01

DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime

Taku Imaizumi, Kentaro Okano, Hidetoshi Tokuyama

PHA - Molecular Pharmaceutical Science

Tohoku University

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

1 Citation (Scopus)

Abstract

The article discusses DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime. In contrast to the Beckmann rearrangement, the two possible geometries of the oxime C–N double bond can give exclusively an aromatic secondary amine in the presented method.

Original language	English
Journal	Organic Syntheses
Volume	93
DOIs	https://doi.org/10.1002/0471264229.os093.01
Publication status	Published - 2016

Keywords

1-indanone oxime
Beckmann rearrangement
Chemical-specific hazards
DIBALH
Mersicarpine
Reductive ring-expansion reaction
Ring-expansion reaction
Tetrahydroquinoline

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10.1002/0471264229.os093.01

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title = "DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime",

abstract = "The article discusses DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime. In contrast to the Beckmann rearrangement, the two possible geometries of the oxime C–N double bond can give exclusively an aromatic secondary amine in the presented method.",

keywords = "1-indanone oxime, Beckmann rearrangement, Chemical-specific hazards, DIBALH, Mersicarpine, Reductive ring-expansion reaction, Ring-expansion reaction, Tetrahydroquinoline",

author = "Taku Imaizumi and Kentaro Okano and Hidetoshi Tokuyama",

year = "2016",

doi = "10.1002/0471264229.os093.01",

language = "English",

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journal = "Organic Syntheses",

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T1 - DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime

AU - Imaizumi, Taku

AU - Okano, Kentaro

AU - Tokuyama, Hidetoshi

PY - 2016

Y1 - 2016

N2 - The article discusses DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime. In contrast to the Beckmann rearrangement, the two possible geometries of the oxime C–N double bond can give exclusively an aromatic secondary amine in the presented method.

AB - The article discusses DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime. In contrast to the Beckmann rearrangement, the two possible geometries of the oxime C–N double bond can give exclusively an aromatic secondary amine in the presented method.

KW - 1-indanone oxime

KW - Beckmann rearrangement

KW - Chemical-specific hazards

KW - DIBALH

KW - Mersicarpine

KW - Reductive ring-expansion reaction

KW - Ring-expansion reaction

KW - Tetrahydroquinoline

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SN - 0078-6209

VL - 93

JO - Organic Syntheses

JF - Organic Syntheses

ER -

DIBALH-mediated reductive ring-expansion reaction of cyclic ketoxime

Abstract

Keywords

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