A synthetic equivalent for ortho-lithio-n-methylaniline

Joseph Sisko; Steven M. Weinreb

doi:10.1080/00397918808060888

A synthetic equivalent for ortho-lithio-n-methylaniline

Joseph Sisko, Steven M. Weinreb

Chemistry

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

4 Scopus citations

Abstract

o-Bromo-N-methyl-N-n-propoxyaniline undergoes halogen-metal exchange with butyllithium and the resulting lithio species reacts cleanly with a variety of electrophiles. The N-0 bond of these products can be reduced with Raney nickel to afford ortho-substituted-N-methylanilines.

Original language	English (US)
Pages (from-to)	1035-1041
Number of pages	7
Journal	Synthetic Communications
Volume	18
Issue number	10
DOIs	https://doi.org/10.1080/00397918808060888
State	Published - Jul 1 1988

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1080/00397918808060888

Cite this

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title = "A synthetic equivalent for ortho-lithio-n-methylaniline",

abstract = "o-Bromo-N-methyl-N-n-propoxyaniline undergoes halogen-metal exchange with butyllithium and the resulting lithio species reacts cleanly with a variety of electrophiles. The N-0 bond of these products can be reduced with Raney nickel to afford ortho-substituted-N-methylanilines.",

author = "Joseph Sisko and Weinreb, {Steven M.}",

year = "1988",

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doi = "10.1080/00397918808060888",

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T1 - A synthetic equivalent for ortho-lithio-n-methylaniline

AU - Sisko, Joseph

AU - Weinreb, Steven M.

PY - 1988/7/1

Y1 - 1988/7/1

N2 - o-Bromo-N-methyl-N-n-propoxyaniline undergoes halogen-metal exchange with butyllithium and the resulting lithio species reacts cleanly with a variety of electrophiles. The N-0 bond of these products can be reduced with Raney nickel to afford ortho-substituted-N-methylanilines.

AB - o-Bromo-N-methyl-N-n-propoxyaniline undergoes halogen-metal exchange with butyllithium and the resulting lithio species reacts cleanly with a variety of electrophiles. The N-0 bond of these products can be reduced with Raney nickel to afford ortho-substituted-N-methylanilines.

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U2 - 10.1080/00397918808060888

DO - 10.1080/00397918808060888

M3 - Article

AN - SCOPUS:17844389197

SN - 0039-7911

VL - 18

SP - 1035

EP - 1041

JO - Synthetic Communications

JF - Synthetic Communications

IS - 10

ER -

A synthetic equivalent for ortho-lithio-n-methylaniline

Abstract

All Science Journal Classification (ASJC) codes

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