BROWSE

Related Scientist

weilong,xie's photo.

weilong,xie
분자활성촉매반응연구단
more info

ITEM VIEW & DOWNLOAD

(NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)arenes with Deprotectable Carbamates: Scope and Mechanistic Studies

Cited 32 time in webofscience Cited 32 time in scopus
971 Viewed 179 Downloaded
Title
(NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)arenes with Deprotectable Carbamates: Scope and Mechanistic Studies
Author(s)
Weilong Xie; Jung Hee Yoon; Sukbok Chang
Publication Date
2016-09
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.138, no.38, pp.12605 - 12614
Publisher
AMER CHEMICAL SOC
Abstract
Primary arylamines are an important unit broadly found in synthetic, biological, and materials science. Herein we describe the development of a (NHC)Cu system that mediates a direct C-H amidation of (hetero)arenes by using N-chlorocarbamates or their sodio derivatives as the practical amino sources. A facile stoichiometric reaction of reactive copper-aryl intermediates with the amidating reagent led us to isolate key copper arylcarbamate species with the formation of a C-N bond. The use of tBuONa base made this transformation catalytic under mild conditions. The present (NHC)Cu-catalyzed C-H amidation works efficiently and selectively on a large scale over a range of arenes including polyfluorobenzenes, azoles, and quinoline N-oxides. Deprotection of the newly installed carbamate groups such as Boc and Cbz was readily performed to afford the corresponding primary arylamines. © 2016 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/3278
DOI
10.1021/jacs.6b07486
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
Files in This Item:
(NHC).pdfDownload

qrcode

  • facebook

    twitter

  • Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.
해당 아이템을 이메일로 공유하기 원하시면 인증을 거치시기 바랍니다.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

Browse