, volume 54 , issue 38 , pages 5227-5231

Combining α-amidoalkylation reactions of N-acyliminium ions with ring-closing metathesis: access to versatile novel isoindolones spirocyclic compounds

Anthony Pesquet ¹

OTHMAN MOHAMED ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

URCOM, EA 3221, INC3M, FR-CNRS 3038, Université du Havre, BP: 540, 25 rue Philippe Lebon, F-76058 Le Havre Cedex, France |

Publication type: Journal Article

Publication date: 2013-09-01

Elsevier

Tetrahedron Letters

scimago Q3

wos Q3

SJR: 0.334

CiteScore: 3.2

Impact factor: 1.5

ISSN: 00404039, 18733581

DOI: 10.1016/j.tetlet.2013.07.077

Copy DOI

Organic Chemistry

Drug Discovery

Biochemistry

Abstract

A novel approach to diversely spirocyclic isoindoles has been developed by using N-acyliminium/ring-closing metathesis strategy. Spirocyclization precursors, diolefinic, and enyne spiro-fused-isoindole derivatives have been obtained by a regioselective reduction of the spiro-imide compounds, followed by the allylation of the N-acyliminium intermediates (generated from the acetoxylactam compounds). Ruthenium catalyzed ring-closing metathesis of the above unsaturated derivatives provided novel spiroisoindoles.

Found

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 762 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Top-30

Journals

	1 2
Tetrahedron	Tetrahedron, 2, 10% Tetrahedron 2 publications, 10%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 2, 10% Organic and Biomolecular Chemistry 2 publications, 10%
New Journal of Chemistry	New Journal of Chemistry, 2, 10% New Journal of Chemistry 2 publications, 10%
Molecules	Molecules, 1, 5% Molecules 1 publication, 5%
Mendeleev Communications	Mendeleev Communications, 1, 5% Mendeleev Communications 1 publication, 5%
Coordination Chemistry Reviews	Coordination Chemistry Reviews, 1, 5% Coordination Chemistry Reviews 1 publication, 5%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 1, 5% European Journal of Organic Chemistry 1 publication, 5%
Chemistry - A European Journal	Chemistry - A European Journal, 1, 5% Chemistry - A European Journal 1 publication, 5%
ChemInform	ChemInform, 1, 5% ChemInform 1 publication, 5%
ACS Combinatorial Science	ACS Combinatorial Science, 1, 5% ACS Combinatorial Science 1 publication, 5%
Chemical Reviews	Chemical Reviews, 1, 5% Chemical Reviews 1 publication, 5%
Journal of Organic Chemistry	Journal of Organic Chemistry, 1, 5% Journal of Organic Chemistry 1 publication, 5%
Organic Letters	Organic Letters, 1, 5% Organic Letters 1 publication, 5%
RSC Advances	RSC Advances, 1, 5% RSC Advances 1 publication, 5%
Heterocyclic Communications	Heterocyclic Communications, 1, 5% Heterocyclic Communications 1 publication, 5%
Synlett	Synlett, 1, 5% Synlett 1 publication, 5%
ChemistrySelect	ChemistrySelect, 1, 5% ChemistrySelect 1 publication, 5%
	1 2

Publishers

	1 2 3 4 5
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 5, 25% Royal Society of Chemistry (RSC) 5 publications, 25%
Wiley	Wiley, 4, 20% Wiley 4 publications, 20%
American Chemical Society (ACS)	American Chemical Society (ACS), 4, 20% American Chemical Society (ACS) 4 publications, 20%
Elsevier	Elsevier, 3, 15% Elsevier 3 publications, 15%
MDPI	MDPI, 1, 5% MDPI 1 publication, 5%
OOO Zhurnal "Mendeleevskie Soobshcheniya"	OOO Zhurnal "Mendeleevskie Soobshcheniya", 1, 5% OOO Zhurnal "Mendeleevskie Soobshcheniya" 1 publication, 5%
Walter de Gruyter	Walter de Gruyter, 1, 5% Walter de Gruyter 1 publication, 5%
Georg Thieme Verlag KG	Georg Thieme Verlag KG, 1, 5% Georg Thieme Verlag KG 1 publication, 5%
	1 2 3 4 5

We do not take into account publications without a DOI.
Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.

Metrics

Cite this

GOST |

Cite this

GOST Copy

Pesquet A., MOHAMED O. Combining α-amidoalkylation reactions of N-acyliminium ions with ring-closing metathesis: access to versatile novel isoindolones spirocyclic compounds // Tetrahedron Letters. 2013. Vol. 54. No. 38. pp. 5227-5231.

GOST all authors (up to 50) Copy

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.tetlet.2013.07.077

UR - https://doi.org/10.1016/j.tetlet.2013.07.077

TI - Combining α-amidoalkylation reactions of N-acyliminium ions with ring-closing metathesis: access to versatile novel isoindolones spirocyclic compounds

T2 - Tetrahedron Letters

AU - Pesquet, Anthony

AU - MOHAMED, OTHMAN

PY - 2013

DA - 2013/09/01

PB - Elsevier

SP - 5227-5231

IS - 38

VL - 54

SN - 0040-4039

SN - 1873-3581

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2013_Pesquet,

author = {Anthony Pesquet and OTHMAN MOHAMED},

title = {Combining α-amidoalkylation reactions of N-acyliminium ions with ring-closing metathesis: access to versatile novel isoindolones spirocyclic compounds},

journal = {Tetrahedron Letters},

year = {2013},

volume = {54},

publisher = {Elsevier},

month = {sep},

url = {https://doi.org/10.1016/j.tetlet.2013.07.077},

number = {38},

pages = {5227--5231},

doi = {10.1016/j.tetlet.2013.07.077}

}

MLA

Cite this

MLA Copy

Pesquet, Anthony, and OTHMAN MOHAMED. “Combining α-amidoalkylation reactions of N-acyliminium ions with ring-closing metathesis: access to versatile novel isoindolones spirocyclic compounds.” Tetrahedron Letters, vol. 54, no. 38, Sep. 2013, pp. 5227-5231. https://doi.org/10.1016/j.tetlet.2013.07.077.

Publisher

Elsevier

Journal

Tetrahedron Letters

scimago Q3

wos Q3

SJR

0.334

CiteScore

3.2

Impact factor

1.5

ISSN

00404039 (Print)

18733581 (Electronic)