Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes

Christopher Maycock

doi:10.1016/j.tet.2012.05.054

Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes

Christopher Maycock

Instituto de Tecnologia Química e Biológica António Xavier (ITQB)

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

2 Citations (Scopus)

Abstract

A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0] heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.

Original language	Unknown
Pages (from-to)	6263-6268
Journal	Tetrahedron
Volume	68
Issue number	31
DOIs	https://doi.org/10.1016/j.tet.2012.05.054
Publication status	Published - 1 Jan 2012

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10.1016/j.tet.2012.05.054

Cite this

@article{08a0fa2ffba246a5b0a0f3cb1f351ef8,

title = "Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes",

abstract = "A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0] heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.",

keywords = "4-Nitrobenzoic acid, 2,3-Aza-1-cyclohexanones, N-Phenylated secondary amines, Organocatalysis, Aliphatic-aromatic transformation",

author = "Christopher Maycock",

year = "2012",

month = jan,

day = "1",

doi = "10.1016/j.tet.2012.05.054",

language = "Unknown",

volume = "68",

pages = "6263--6268",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "31",

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T1 - Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes

AU - Maycock, Christopher

PY - 2012/1/1

Y1 - 2012/1/1

N2 - A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0] heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.

AB - A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0] heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.

KW - 4-Nitrobenzoic acid

KW - 2,3-Aza-1-cyclohexanones

KW - N-Phenylated secondary amines

KW - Organocatalysis

KW - Aliphatic-aromatic transformation

U2 - 10.1016/j.tet.2012.05.054

DO - 10.1016/j.tet.2012.05.054

M3 - Article

VL - 68

SP - 6263

EP - 6268

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 31

ER -