Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions

Atul A. More; Sourav K. Santra; Alex M. Szpilman

doi:10.1021/acs.orglett.9b03824

Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions

Atul A. More
, Sourav K. Santra
, Alex M. Szpilman

Department of Chemical Sciences

نتاج البحث: نشر في مجلة › مقالة › مراجعة النظراء

22 اقتباسات (Scopus)

ملخص

Vinyl azides react with boron trifluoride activated Koser's hypervalent iodine reagent to afford azido-enolonium species. These previously unknown azido-enolonium species react efficiently with aromatic compounds, allyltrimethylsilane, and azoles under mild conditions, with no need for a transition-metal catalyst, forming C-C and C-N bonds to give a variety of α-functionalized ketones. The intermediacy of the proposed azido-enolonium species is supported by spectroscopic studies.

اللغة الأصلية	الإنجليزيّة
الصفحات (من إلى)	768-771
عدد الصفحات	4
دورية	Organic Letters
مستوى الصوت	22
رقم الإصدار	3
المعرِّفات الرقمية للأشياء	https://doi.org/10.1021/acs.orglett.9b03824
حالة النشر	نُشِر - 7 فبراير 2020

الوصول إلى المستند

10.1021/acs.orglett.9b03824

الملفات والروابط الأخرى

Link to publication in Scopus

قم بذكر هذا

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title = "Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions",

abstract = "Vinyl azides react with boron trifluoride activated Koser's hypervalent iodine reagent to afford azido-enolonium species. These previously unknown azido-enolonium species react efficiently with aromatic compounds, allyltrimethylsilane, and azoles under mild conditions, with no need for a transition-metal catalyst, forming C-C and C-N bonds to give a variety of α-functionalized ketones. The intermediacy of the proposed azido-enolonium species is supported by spectroscopic studies.",

author = "More, \{Atul A.\} and Santra, \{Sourav K.\} and Szpilman, \{Alex M.\}",

note = "Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

year = "2020",

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doi = "10.1021/acs.orglett.9b03824",

language = "אנגלית",

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T1 - Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions

AU - More, Atul A.

AU - Santra, Sourav K.

AU - Szpilman, Alex M.

PY - 2020/2/7

Y1 - 2020/2/7

N2 - Vinyl azides react with boron trifluoride activated Koser's hypervalent iodine reagent to afford azido-enolonium species. These previously unknown azido-enolonium species react efficiently with aromatic compounds, allyltrimethylsilane, and azoles under mild conditions, with no need for a transition-metal catalyst, forming C-C and C-N bonds to give a variety of α-functionalized ketones. The intermediacy of the proposed azido-enolonium species is supported by spectroscopic studies.

AB - Vinyl azides react with boron trifluoride activated Koser's hypervalent iodine reagent to afford azido-enolonium species. These previously unknown azido-enolonium species react efficiently with aromatic compounds, allyltrimethylsilane, and azoles under mild conditions, with no need for a transition-metal catalyst, forming C-C and C-N bonds to give a variety of α-functionalized ketones. The intermediacy of the proposed azido-enolonium species is supported by spectroscopic studies.

UR - https://www.scopus.com/pages/publications/85078336198

U2 - 10.1021/acs.orglett.9b03824

DO - 10.1021/acs.orglett.9b03824

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C2 - 31916772

AN - SCOPUS:85078336198

SN - 1523-7060

VL - 22

SP - 768

EP - 771

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Azido-Enolonium Species in C-C and C-N Bond-Forming Coupling Reactions

ملخص

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الملفات والروابط الأخرى

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