Zinc Chloride Mediated Synthesis of 3H-Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide

Loïc Habert; Romain Sallio; Muriel Durandetti; Corinne Gosmini; Isabelle Gillaizeau

doi:10.1002/ejoc.201900428

Zinc Chloride Mediated Synthesis of 3H-Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide

Loïc Habert
, Romain Sallio
, Muriel Durandetti
, Corinne Gosmini
, Isabelle Gillaizeau

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

Abstract

A simple zinc chloride mediated cyclization of ynamidyl N-carbamates or 2-ynamidyl-(hetero)arylcarboxylates is achieved under mild reaction conditions, leading to the synthesis of useful heterocyclic scaffolds, 3H-oxazol-2-ones and pyrrolo-oxazin-1-ones, with good yields.

Original language	English
Pages (from-to)	5175-5179
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	31-32
DOIs	https://doi.org/10.1002/ejoc.201900428
Publication status	Published - 1 Sept 2019
Externally published	Yes

Keywords

Cyclization
Oxazolone
Pyrrolo-oxazinones
Ynamide
Zinc chloride

Access to Document

10.1002/ejoc.201900428

Cite this

@article{85ae16e804cd4b5f99b320a9ece0ad83,

title = "Zinc Chloride Mediated Synthesis of 3H-Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide",

abstract = "A simple zinc chloride mediated cyclization of ynamidyl N-carbamates or 2-ynamidyl-(hetero)arylcarboxylates is achieved under mild reaction conditions, leading to the synthesis of useful heterocyclic scaffolds, 3H-oxazol-2-ones and pyrrolo-oxazin-1-ones, with good yields.",

keywords = "Cyclization, Oxazolone, Pyrrolo-oxazinones, Ynamide, Zinc chloride",

author = "Lo{\"i}c Habert and Romain Sallio and Muriel Durandetti and Corinne Gosmini and Isabelle Gillaizeau",

note = "Publisher Copyright: {\textcopyright} 2019 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2019",

month = sep,

day = "1",

doi = "10.1002/ejoc.201900428",

language = "English",

volume = "2019",

pages = "5175--5179",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

number = "31-32",

}

TY - JOUR

T1 - Zinc Chloride Mediated Synthesis of 3H-Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide

AU - Habert, Loïc

AU - Sallio, Romain

AU - Durandetti, Muriel

AU - Gosmini, Corinne

AU - Gillaizeau, Isabelle

PY - 2019/9/1

Y1 - 2019/9/1

N2 - A simple zinc chloride mediated cyclization of ynamidyl N-carbamates or 2-ynamidyl-(hetero)arylcarboxylates is achieved under mild reaction conditions, leading to the synthesis of useful heterocyclic scaffolds, 3H-oxazol-2-ones and pyrrolo-oxazin-1-ones, with good yields.

AB - A simple zinc chloride mediated cyclization of ynamidyl N-carbamates or 2-ynamidyl-(hetero)arylcarboxylates is achieved under mild reaction conditions, leading to the synthesis of useful heterocyclic scaffolds, 3H-oxazol-2-ones and pyrrolo-oxazin-1-ones, with good yields.

KW - Cyclization

KW - Oxazolone

KW - Pyrrolo-oxazinones

KW - Ynamide

KW - Zinc chloride

UR - https://www.scopus.com/pages/publications/85071529712

U2 - 10.1002/ejoc.201900428

DO - 10.1002/ejoc.201900428

M3 - Article

AN - SCOPUS:85071529712

SN - 1434-193X

VL - 2019

SP - 5175

EP - 5179

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 31-32

ER -

Zinc Chloride Mediated Synthesis of 3H-Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this