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Synlett 2021; 32(06): 611-615
DOI: 10.1055/s-0040-1706641
letter

Efficient Copper-Catalysed Synthesis of Carbazoles by Double N-Arylation of Primary Amines with 2,2′-Dibromobiphenyl in the Presence of Air

Ha Nam Do 
a   Faculty of Chemistry, Hanoi University of Science, Vietnam National University (VNU), 19-Le Thanh Tong, Hanoi, Vietnam
,
Nguyen Minh Quan
b   Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Ban Van Phuc
c   Institute of Chemistry, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Dinh Van Tinh
d   Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
,
Nguyen Quyet Tien
c   Institute of Chemistry, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Truong Thi Thanh Nga
c   Institute of Chemistry, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Van Tuyen Nguyen
b   Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
c   Institute of Chemistry, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Tran Quang Hung∗
b   Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
c   Institute of Chemistry, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Hanoi, Vietnam
,
Tuan Thanh Dang∗
a   Faculty of Chemistry, Hanoi University of Science, Vietnam National University (VNU), 19-Le Thanh Tong, Hanoi, Vietnam
,
Peter Langer∗
d   Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
e   Leibniz Institut für Katalyse an der Universität Rostock e.V., Albert-Einstein-Str. 3a, 18059 Rostock, Germany
› Author AffiliationsThis research was supported by the Institute of Chemistry of the VAST (Grant Number VHH.2020.1.01).
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Abstract

An efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C–N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.

Key words

Cu catalysis - carbazole synthesis - C–N coupling - carbazole alkaloids - sustainable process

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706641.
  • Supporting Information


Publication History

Received: 24 September 2020

Accepted after revision: 13 November 2020

Article published online:
08 January 2021

© 2021. Thieme. All rights reserved

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