α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species

Atul A. More; Gulab K. Pathe; Keshaba N. Parida; Shimon Maksymenko; Yuriy B. Lipisa; Alex M. Szpilman

doi:10.1021/acs.joc.7b03058

α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species

Atul A. More, Gulab K. Pathe, Keshaba N. Parida, Shimon Maksymenko, Yuriy B. Lipisa, Alex M. Szpilman

מדעי הכימיה

פרסום מחקרי: פרסום בכתב עת › מאמר › ביקורת עמיתים

38 ציטוטים ‏(Scopus)

תקציר

Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile.

שפה מקורית	אנגלית
עמודים (מ-עד)	2442-2447
מספר עמודים	6
כתב עת	Journal of Organic Chemistry
כרך	83
מספר גיליון	4
מזהי עצם דיגיטלי (DOIs)	https://doi.org/10.1021/acs.joc.7b03058
סטטוס פרסום	פורסם - 16 פבר׳ 2018

גישה למסמך

10.1021/acs.joc.7b03058

קבצים וקישורים אחרים

Link to publication in Scopus

פורמט ציטוט ביבליוגרפי

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title = "α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species",

abstract = "Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile.",

author = "More, {Atul A.} and Pathe, {Gulab K.} and Parida, {Keshaba N.} and Shimon Maksymenko and Lipisa, {Yuriy B.} and Szpilman, {Alex M.}",

note = "Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

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doi = "10.1021/acs.joc.7b03058",

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AU - More, Atul A.

AU - Pathe, Gulab K.

AU - Parida, Keshaba N.

AU - Maksymenko, Shimon

AU - Lipisa, Yuriy B.

AU - Szpilman, Alex M.

PY - 2018/2/16

Y1 - 2018/2/16

N2 - Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile.

AB - Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile.

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species

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