Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture

Mikhail Berezin; Samuel Achilefu

doi:10.1016/j.tetlet.2006.12.051

Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture

Mikhail Berezin, Samuel Achilefu

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

7 Scopus citations

Abstract

The synthesized 1,3-dimethylated imidazolium-carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig, Schiff base formation, based-mediated electrophilic substitution, and oxidation, including synthesis of the natural product norzooanemonin.

Original language	English (US)
Pages (from-to)	1195-1199
Number of pages	5
Journal	Tetrahedron Letters
Volume	48
Issue number	7
DOIs	https://doi.org/10.1016/j.tetlet.2006.12.051
State	Published - Feb 12 2007
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.12.051

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title = "Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture",

abstract = "The synthesized 1,3-dimethylated imidazolium-carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig, Schiff base formation, based-mediated electrophilic substitution, and oxidation, including synthesis of the natural product norzooanemonin.",

author = "Mikhail Berezin and Samuel Achilefu",

note = "Funding Information: We thank Dr. Yunpeng Ye for providing the 3-(2-carboxyethyl)-1,1,2-trimethyl-1 H -benzo[ e ]indolium used for this work. This work was supported in part by the NIH (R01 CA109754). ",

year = "2007",

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doi = "10.1016/j.tetlet.2006.12.051",

language = "English (US)",

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pages = "1195--1199",

journal = "Tetrahedron Letters",

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T1 - Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture

AU - Berezin, Mikhail

AU - Achilefu, Samuel

N1 - Funding Information: We thank Dr. Yunpeng Ye for providing the 3-(2-carboxyethyl)-1,1,2-trimethyl-1 H -benzo[ e ]indolium used for this work. This work was supported in part by the NIH (R01 CA109754).

PY - 2007/2/12

Y1 - 2007/2/12

N2 - The synthesized 1,3-dimethylated imidazolium-carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig, Schiff base formation, based-mediated electrophilic substitution, and oxidation, including synthesis of the natural product norzooanemonin.

AB - The synthesized 1,3-dimethylated imidazolium-carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig, Schiff base formation, based-mediated electrophilic substitution, and oxidation, including synthesis of the natural product norzooanemonin.

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DO - 10.1016/j.tetlet.2006.12.051

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AN - SCOPUS:33846212386

SN - 0040-4039

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SP - 1195

EP - 1199

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 7

ER -

Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture

Abstract

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