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

Department of Chemical Sciences

نتاج البحث: نشر في مجلة › مقالة › مراجعة النظراء

38 اقتباسات (Scopus)

ملخص

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.

اللغة الأصلية	الإنجليزيّة
الصفحات (من إلى)	2442-2447
عدد الصفحات	6
دورية	Journal of Organic Chemistry
مستوى الصوت	83
رقم الإصدار	4
المعرِّفات الرقمية للأشياء	https://doi.org/10.1021/acs.joc.7b03058
حالة النشر	نُشِر - 16 فبراير 2018

الوصول إلى المستند

10.1021/acs.joc.7b03058

الملفات والروابط الأخرى

Link to publication in Scopus

قم بذكر هذا

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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",

language = "אנגלית",

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T1 - α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species

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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U2 - 10.1021/acs.joc.7b03058

DO - 10.1021/acs.joc.7b03058

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C2 - 29334466

AN - SCOPUS:85042183508

SN - 0022-3263

VL - 83

SP - 2442

EP - 2447

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

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

ملخص

الوصول إلى المستند

الملفات والروابط الأخرى

بصمة

قم بذكر هذا