TY - JOUR
T1 - An Ullmann N-arylation/2-amidation cascade by self-relay copper catalysis
T2 - One-pot synthesis of indolo[1,2- a] quinazolinones
AU - Abe, Takumi
AU - Takahashi, Yuka
AU - Matsubara, Yuki
AU - Yamada, Koji
N1 - Funding Information:
This work was financially supported by the JSPS (KAKENHI Grant Number 16K18849 for T. A.) as a Grant-in-Aid for Young Scientists (B) and Hoyu Science Foundation (for T. A.).
Publisher Copyright:
© 2017 the Partner Organisations.
PY - 2017/11
Y1 - 2017/11
N2 - We have developed a self-relay copper(i)-catalyzed Ullmann N-arylation/2-amidation cascade to form functionalized indolo[1,2-a]quinazolinones in one-pot from easily available indoles with 2-bromobenzamides. This novel transformation features a tandem process of Ullmann-type coupling, activation of indolenine, and 2-amidation in the presence of a single copper catalyst. In addition, among the substituents of indoles at the C3 position, methyl carboxylate could act as an activating group in this Ullmann N-arylation/2-amidation cascade.
AB - We have developed a self-relay copper(i)-catalyzed Ullmann N-arylation/2-amidation cascade to form functionalized indolo[1,2-a]quinazolinones in one-pot from easily available indoles with 2-bromobenzamides. This novel transformation features a tandem process of Ullmann-type coupling, activation of indolenine, and 2-amidation in the presence of a single copper catalyst. In addition, among the substituents of indoles at the C3 position, methyl carboxylate could act as an activating group in this Ullmann N-arylation/2-amidation cascade.
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U2 - 10.1039/c7qo00549k
DO - 10.1039/c7qo00549k
M3 - Article
AN - SCOPUS:85032385916
SN - 2052-4110
VL - 4
SP - 2124
EP - 2127
JO - Organic Chemistry Frontiers
JF - Organic Chemistry Frontiers
IS - 11
ER -