Regiospecific rearrangement of hydroxylamines to secondary amines using diisobutylaluminum hydride

Hidetsura Cho; Kenji Sugimoto; Yusuke Iwama; Nakako Mitsuhashi; Kentaro Okano; Hidetoshi Tokuyama

doi:10.3987/COM-10-S(E)126

Regiospecific rearrangement of hydroxylamines to secondary amines using diisobutylaluminum hydride

Hidetsura Cho, Kenji Sugimoto, Yusuke Iwama, Nakako Mitsuhashi, Kentaro Okano, Hidetoshi Tokuyama

PHA - Molecular Pharmaceutical Science

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

14 Citations (Scopus)

Abstract

A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring.

Original language	English
Pages (from-to)	1633-1644
Number of pages	12
Journal	Heterocycles
Volume	82
Issue number	2
DOIs	https://doi.org/10.3987/COM-10-S(E)126
Publication status	Published - 2010 Feb 28

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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10.3987/COM-10-S(E)126

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abstract = "A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring.",

author = "Hidetsura Cho and Kenji Sugimoto and Yusuke Iwama and Nakako Mitsuhashi and Kentaro Okano and Hidetoshi Tokuyama",

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AU - Cho, Hidetsura

AU - Sugimoto, Kenji

AU - Iwama, Yusuke

AU - Mitsuhashi, Nakako

AU - Okano, Kentaro

AU - Tokuyama, Hidetoshi

PY - 2010/2/28

Y1 - 2010/2/28

N2 - A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring.

AB - A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring.

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Regiospecific rearrangement of hydroxylamines to secondary amines using diisobutylaluminum hydride

Abstract

ASJC Scopus subject areas

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