Copper(I) reactions in N-heterocycle synthesis: efficient preparation of substituted pyrrolidinones

D T  Davies; N  Kapur; A F  Parsons

Copper(I) reactions in N-heterocycle synthesis: efficient preparation of substituted pyrrolidinones

D T Davies, N Kapur, A F Parsons

Chemistry

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

Abstract

Reaction of halo-enamides with copper(I) chloride in boiling toluene has been shown to produce unsaturated pyrrolidinones in excellent yield (81-94%). Both di- and trichloroamide precursors can be used to form dienes via an initial 5-endo-trig radical cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	8615-8618
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	49
Publication status	Published - 3 Dec 1999

Keywords

copper
copper compounds
radicals
radical reactions
cyclisation
enamides
RADICAL CYCLIZATIONS
TEMPERATURE
SKELETON
LACTAMS

Cite this

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title = "Copper(I) reactions in N-heterocycle synthesis: efficient preparation of substituted pyrrolidinones",

abstract = "Reaction of halo-enamides with copper(I) chloride in boiling toluene has been shown to produce unsaturated pyrrolidinones in excellent yield (81-94%). Both di- and trichloroamide precursors can be used to form dienes via an initial 5-endo-trig radical cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.",

keywords = "copper, copper compounds, radicals, radical reactions, cyclisation, enamides, RADICAL CYCLIZATIONS, TEMPERATURE, SKELETON, LACTAMS",

author = "Davies, {D T} and N Kapur and Parsons, {A F}",

year = "1999",

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language = "English",

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pages = "8615--8618",

journal = "Tetrahedron Letters",

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T1 - Copper(I) reactions in N-heterocycle synthesis: efficient preparation of substituted pyrrolidinones

AU - Davies, D T

AU - Kapur, N

AU - Parsons, A F

PY - 1999/12/3

Y1 - 1999/12/3

N2 - Reaction of halo-enamides with copper(I) chloride in boiling toluene has been shown to produce unsaturated pyrrolidinones in excellent yield (81-94%). Both di- and trichloroamide precursors can be used to form dienes via an initial 5-endo-trig radical cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.

AB - Reaction of halo-enamides with copper(I) chloride in boiling toluene has been shown to produce unsaturated pyrrolidinones in excellent yield (81-94%). Both di- and trichloroamide precursors can be used to form dienes via an initial 5-endo-trig radical cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.

KW - copper

KW - copper compounds

KW - radicals

KW - radical reactions

KW - cyclisation

KW - enamides

KW - RADICAL CYCLIZATIONS

KW - TEMPERATURE

KW - SKELETON

KW - LACTAMS

M3 - Article

SN - 0040-4039

VL - 40

SP - 8615

EP - 8618

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -