An Efficient Method for the Chemoselective Synthesis of Acylals from Aromatic Aldehydes Using Bismuth Triflate

Ram S. Mohan; Marc D. Carrigan; Kyle J. Eash; Matthew C. Oswald

An Efficient Method for the Chemoselective Synthesis of Acylals from Aromatic Aldehydes Using Bismuth Triflate

Ram S. Mohan, Marc D. Carrigan, Kyle J. Eash, Matthew C. Oswald

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

Abstract

Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 0.10 mol% Bi(OTf)3•xH2O. Ketones are not affected under the reaction conditions. The highly catalytic nature of bismuth triflate and the fact that it is relatively non-toxic, easy to handle and insensitive to small amounts of air and moisture makes this procedure especially attractive for large-scale synthesis.

Original language	American English
Journal	Tetrahedron
Volume	42
State	Published - 2001

Keywords

Acylals
acylation
bismuth and compounds
protecting groups.

Disciplines

Organic Chemistry

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Cite this

@article{6880152e71f6458cbeb0df8be2547837,

title = "An Efficient Method for the Chemoselective Synthesis of Acylals from Aromatic Aldehydes Using Bismuth Triflate",

abstract = " Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 0.10 mol% Bi(OTf)3•xH2O. Ketones are not affected under the reaction conditions. The highly catalytic nature of bismuth triflate and the fact that it is relatively non-toxic, easy to handle and insensitive to small amounts of air and moisture makes this procedure especially attractive for large-scale synthesis.",

keywords = "Acylals, acylation, bismuth and compounds, protecting groups.",

author = "Mohan, {Ram S.} and Carrigan, {Marc D.} and Eash, {Kyle J.} and Oswald, {Matthew C.}",

year = "2001",

language = "American English",

volume = "42",

journal = "Tetrahedron",

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TY - JOUR

T1 - An Efficient Method for the Chemoselective Synthesis of Acylals from Aromatic Aldehydes Using Bismuth Triflate

AU - Mohan, Ram S.

AU - Carrigan, Marc D.

AU - Eash, Kyle J.

AU - Oswald, Matthew C.

PY - 2001

Y1 - 2001

N2 - Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 0.10 mol% Bi(OTf)3•xH2O. Ketones are not affected under the reaction conditions. The highly catalytic nature of bismuth triflate and the fact that it is relatively non-toxic, easy to handle and insensitive to small amounts of air and moisture makes this procedure especially attractive for large-scale synthesis.

AB - Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 0.10 mol% Bi(OTf)3•xH2O. Ketones are not affected under the reaction conditions. The highly catalytic nature of bismuth triflate and the fact that it is relatively non-toxic, easy to handle and insensitive to small amounts of air and moisture makes this procedure especially attractive for large-scale synthesis.

KW - Acylals

KW - acylation

KW - bismuth and compounds

KW - protecting groups.

M3 - Article

VL - 42

JO - Tetrahedron

JF - Tetrahedron

ER -