Metal triflate catalysed acetal exchange reactions of glycerol under solvent-free conditions

Brendan M. Smith; Tomasz M. Kubczyk; Andrew E. Graham

doi:10.1039/c2ra20100c

Metal triflate catalysed acetal exchange reactions of glycerol under solvent-free conditions

Brendan M. Smith, Tomasz M. Kubczyk, Andrew E. Graham^*

^*Corresponding author for this work

Faculty of Computing, Engineering and Science

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

11 Citations (Scopus)

Abstract

Catalytic quantities of indium(iii) triflate (In(OTf) ₃) efficiently promote transacetalisation reactions of glycerol with acyclic acetals to generate the corresponding cyclic acetals under solvent-free reaction conditions. The protocol is rapid and employs very mild reaction conditions. Unreactive ketones, such as acetophenone or benzophenone, undergo efficient acetalisation in the presence of In(OTf) ₃ and trimethyl orthoformate (TMOF) to give high conversions of the corresponding glycerol acetals.

Original language	English
Pages (from-to)	2702-2706
Number of pages	5
Journal	RSC Advances
Volume	2
Issue number	7
DOIs	https://doi.org/10.1039/c2ra20100c
Publication status	Published - 7 Apr 2012

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10.1039/c2ra20100cLicence: CC BY-NC-ND

11 Citations
1 Doctoral Thesis

The Utilisation of Indium(III) Salts as Highly Efficient Catalysts in Organic Synthesis
Smith, B., 2008
Research output: Types of Thesis › Doctoral Thesis

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abstract = "Catalytic quantities of indium(iii) triflate (In(OTf) 3) efficiently promote transacetalisation reactions of glycerol with acyclic acetals to generate the corresponding cyclic acetals under solvent-free reaction conditions. The protocol is rapid and employs very mild reaction conditions. Unreactive ketones, such as acetophenone or benzophenone, undergo efficient acetalisation in the presence of In(OTf) 3 and trimethyl orthoformate (TMOF) to give high conversions of the corresponding glycerol acetals. ",

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AB - Catalytic quantities of indium(iii) triflate (In(OTf) 3) efficiently promote transacetalisation reactions of glycerol with acyclic acetals to generate the corresponding cyclic acetals under solvent-free reaction conditions. The protocol is rapid and employs very mild reaction conditions. Unreactive ketones, such as acetophenone or benzophenone, undergo efficient acetalisation in the presence of In(OTf) 3 and trimethyl orthoformate (TMOF) to give high conversions of the corresponding glycerol acetals.

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DO - 10.1039/c2ra20100c

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Metal triflate catalysed acetal exchange reactions of glycerol under solvent-free conditions

Abstract

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Research output

The Utilisation of Indium(III) Salts as Highly Efficient Catalysts in Organic Synthesis

Cite this