Phosphine-catalyzed nitroaldol reactions

Jason A. Weeden; John D. Chisholm

doi:10.1016/j.tetlet.2006.10.107

Phosphine-catalyzed nitroaldol reactions

Jason A. Weeden, John D. Chisholm

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

34 Scopus citations

Abstract

Trialkyl phosphines and electron-rich triaryl phosphines are excellent catalysts for the nitroaldol (Henry) reaction. Aryl and alkyl aldehydes participate well in the reaction with nitromethane providing good yields of product. Care should be exercised in the use of phosphine-metal complexes as catalysts for the nitroaldol reaction, as the phosphine can alone function as the catalyst.

Original language	English (US)
Pages (from-to)	9313-9316
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	52
DOIs	https://doi.org/10.1016/j.tetlet.2006.10.107
State	Published - Dec 25 2006

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.10.107

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title = "Phosphine-catalyzed nitroaldol reactions",

abstract = "Trialkyl phosphines and electron-rich triaryl phosphines are excellent catalysts for the nitroaldol (Henry) reaction. Aryl and alkyl aldehydes participate well in the reaction with nitromethane providing good yields of product. Care should be exercised in the use of phosphine-metal complexes as catalysts for the nitroaldol reaction, as the phosphine can alone function as the catalyst.",

author = "Weeden, {Jason A.} and Chisholm, {John D.}",

note = "Funding Information: Acknowledgment is made to the Donors of the American Chemical Society Petroleum Research Fund and to Syracuse University for partial support of this research. J.W. thanks the NSF-REU program for funding during the summer of 2006. ",

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T1 - Phosphine-catalyzed nitroaldol reactions

AU - Weeden, Jason A.

AU - Chisholm, John D.

N1 - Funding Information: Acknowledgment is made to the Donors of the American Chemical Society Petroleum Research Fund and to Syracuse University for partial support of this research. J.W. thanks the NSF-REU program for funding during the summer of 2006.

PY - 2006/12/25

Y1 - 2006/12/25

N2 - Trialkyl phosphines and electron-rich triaryl phosphines are excellent catalysts for the nitroaldol (Henry) reaction. Aryl and alkyl aldehydes participate well in the reaction with nitromethane providing good yields of product. Care should be exercised in the use of phosphine-metal complexes as catalysts for the nitroaldol reaction, as the phosphine can alone function as the catalyst.

AB - Trialkyl phosphines and electron-rich triaryl phosphines are excellent catalysts for the nitroaldol (Henry) reaction. Aryl and alkyl aldehydes participate well in the reaction with nitromethane providing good yields of product. Care should be exercised in the use of phosphine-metal complexes as catalysts for the nitroaldol reaction, as the phosphine can alone function as the catalyst.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Phosphine-catalyzed nitroaldol reactions

Abstract

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