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Ruthenium(II)-Catalyzed Intermolecular Cyclo(co)trimerization of 3-Halopropiolamides with Internal Alkynes

19 April 2018, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A highly chemo- and regioselective cyclo(co)trimerization between 3-halopropiolamides and symmetrical internal alkynes is reported. The reaction is catalyzed by Ru(II)-complexes and proceeds at ambient temperature in ethanol to deliver fully substituted dihalogenated isophthalamides. 1,4-Butynediol was found to undergo spontaneous lactonization with halopropiolamides after trimerization to provide 5,7-dihalo-phthalide products.

Keywords

ruthenium
cyclotrimerization
organometallic catalysis
phthalide
haloalkynes
[2+2+2]

Supplementary materials

Title
Description
Actions
Title
CyclotrimerizationSI
Description
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Title
2C
Description
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Title
27
Description
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Version History

Apr 19, 2018 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.6157613.v1
D O I: 10.26434/chemrxiv.6157613.v1 [opens in a new tab]

Author’s competing interest statement

None.

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