Unusual approach to branched 3-alkynylamides and to 1,5-dihydropyrrol-2- ones

Igor Dias-Jurberg; Fabien Gagosz; Samir Z. Zard

doi:10.1021/ol902472r

Unusual approach to branched 3-alkynylamides and to 1,5-dihydropyrrol-2- ones

Igor Dias-Jurberg
, Fabien Gagosz
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

43 Citations (Scopus)

Abstract

[Chemical equation presented] Rare carboxamide branched alkynes such as 11a can be readily obtained by reaction of the electrophilic 4-alkylidene isoxazolinones with isocycanides followed by nitrosative cleavage of the heterocyclic ring. N-lodosuccinimide induced ring closure in the presence of a nucleophile results in the formation of new iodopyrrolinones such as 16c.

Original language	English
Pages (from-to)	416-419
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	3
DOIs	https://doi.org/10.1021/ol902472r
Publication status	Published - 5 Feb 2010
Externally published	Yes

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title = "Unusual approach to branched 3-alkynylamides and to 1,5-dihydropyrrol-2- ones",

abstract = "[Chemical equation presented] Rare carboxamide branched alkynes such as 11a can be readily obtained by reaction of the electrophilic 4-alkylidene isoxazolinones with isocycanides followed by nitrosative cleavage of the heterocyclic ring. N-lodosuccinimide induced ring closure in the presence of a nucleophile results in the formation of new iodopyrrolinones such as 16c.",

author = "Igor Dias-Jurberg and Fabien Gagosz and Zard, \{Samir Z.\}",

year = "2010",

month = feb,

day = "5",

doi = "10.1021/ol902472r",

language = "English",

volume = "12",

pages = "416--419",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "3",

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T1 - Unusual approach to branched 3-alkynylamides and to 1,5-dihydropyrrol-2- ones

AU - Dias-Jurberg, Igor

AU - Gagosz, Fabien

AU - Zard, Samir Z.

PY - 2010/2/5

Y1 - 2010/2/5

N2 - [Chemical equation presented] Rare carboxamide branched alkynes such as 11a can be readily obtained by reaction of the electrophilic 4-alkylidene isoxazolinones with isocycanides followed by nitrosative cleavage of the heterocyclic ring. N-lodosuccinimide induced ring closure in the presence of a nucleophile results in the formation of new iodopyrrolinones such as 16c.

AB - [Chemical equation presented] Rare carboxamide branched alkynes such as 11a can be readily obtained by reaction of the electrophilic 4-alkylidene isoxazolinones with isocycanides followed by nitrosative cleavage of the heterocyclic ring. N-lodosuccinimide induced ring closure in the presence of a nucleophile results in the formation of new iodopyrrolinones such as 16c.

U2 - 10.1021/ol902472r

DO - 10.1021/ol902472r

M3 - Article

AN - SCOPUS:75749150832

SN - 1523-7060

VL - 12

SP - 416

EP - 419

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Unusual approach to branched 3-alkynylamides and to 1,5-dihydropyrrol-2- ones

Abstract

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