Radical cyclisations promoted by dimanganese decacarbonyl: A new and flexible approach to 5-membered N-heterocycles

B C  Gilbert; W  Kalz; C I  Lindsay; P T  McGrail; A F  Parsons; D T E  Whittaker

Radical cyclisations promoted by dimanganese decacarbonyl: A new and flexible approach to 5-membered N-heterocycles

B C Gilbert, W Kalz, C I Lindsay, P T McGrail, A F Parsons, D T E Whittaker

Chemistry

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

Abstract

Radical cyclisation of various unsaturated halides using dimanganese decarbonyf/hv has been explored. Substituted pyrrolidinones and a pyrrolidine were isolated in good to excellent yield; the radical produced on cyclisation can undergo iodine or hydrogen atom transfer, or reaction with TEMPO. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	6095-6098
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	33
Publication status	Published - 13 Aug 1999

Keywords

manganese and compounds
radicals and radical reactions
cyclisation
ATOM-TRANSFER CYCLIZATION
ALKYLATION SUBUNITS
EFFICIENT SYNTHESIS
PHOTOCHEMISTRY
OXIDATION
COMPLEXES
CC-1065
LACTAMS
AMIDES
CATION

Cite this

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title = "Radical cyclisations promoted by dimanganese decacarbonyl: A new and flexible approach to 5-membered N-heterocycles",

abstract = "Radical cyclisation of various unsaturated halides using dimanganese decarbonyf/hv has been explored. Substituted pyrrolidinones and a pyrrolidine were isolated in good to excellent yield; the radical produced on cyclisation can undergo iodine or hydrogen atom transfer, or reaction with TEMPO. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.",

keywords = "manganese and compounds, radicals and radical reactions, cyclisation, ATOM-TRANSFER CYCLIZATION, ALKYLATION SUBUNITS, EFFICIENT SYNTHESIS, PHOTOCHEMISTRY, OXIDATION, COMPLEXES, CC-1065, LACTAMS, AMIDES, CATION",

author = "Gilbert, {B C} and W Kalz and Lindsay, {C I} and McGrail, {P T} and Parsons, {A F} and Whittaker, {D T E}",

year = "1999",

month = aug,

day = "13",

language = "English",

volume = "40",

pages = "6095--6098",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "33",

}

TY - JOUR

T1 - Radical cyclisations promoted by dimanganese decacarbonyl: A new and flexible approach to 5-membered N-heterocycles

AU - Gilbert, B C

AU - Kalz, W

AU - Lindsay, C I

AU - McGrail, P T

AU - Parsons, A F

AU - Whittaker, D T E

PY - 1999/8/13

Y1 - 1999/8/13

N2 - Radical cyclisation of various unsaturated halides using dimanganese decarbonyf/hv has been explored. Substituted pyrrolidinones and a pyrrolidine were isolated in good to excellent yield; the radical produced on cyclisation can undergo iodine or hydrogen atom transfer, or reaction with TEMPO. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

AB - Radical cyclisation of various unsaturated halides using dimanganese decarbonyf/hv has been explored. Substituted pyrrolidinones and a pyrrolidine were isolated in good to excellent yield; the radical produced on cyclisation can undergo iodine or hydrogen atom transfer, or reaction with TEMPO. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

KW - manganese and compounds

KW - radicals and radical reactions

KW - cyclisation

KW - ATOM-TRANSFER CYCLIZATION

KW - ALKYLATION SUBUNITS

KW - EFFICIENT SYNTHESIS

KW - PHOTOCHEMISTRY

KW - OXIDATION

KW - COMPLEXES

KW - CC-1065

KW - LACTAMS

KW - AMIDES

KW - CATION

M3 - Article

SN - 0040-4039

VL - 40

SP - 6095

EP - 6098

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -