A1 Journal article (refereed)
Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles (2021)

Zhang, J., Xia, W., Huda, S., Ward, J. S., Rissanen, K., & Albrecht, M. (2021). Synthesis of N‐Fused Indolines via Copper (II)‐Catalyzed Dearomatizing Cyclization of Indoles. Advanced Synthesis and Catalysis, 363(12), 3121-3126. https://doi.org/10.1002/adsc.202100290

JYU authors or editors

Publication details

All authors or editors: Zhang, Jingyu; Xia, Wei; Huda, Saskia; Ward, Jas S.; Rissanen, Kari; Albrecht, Markus

Journal or series: Advanced Synthesis and Catalysis

ISSN: 1615-4150

eISSN: 1615-4169

Publication year: 2021

Publication date: 04/05/2021

Volume: 363

Issue number: 12

Pages range: 3121-3126

Publisher: Wiley

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/adsc.202100290

Publication open access: Openly available

Publication channel open access: Partially open access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/75948

Abstract

Herein, a copper(II)-catalyzed dearomative cyclization amination of N-(2-aminobenzoyl) indoles is presented. Under mild reaction conditions, the cyclization proceeds to afford tetracyclic indolines by forming a new C−N bond in good yields. The tetracyclic 5a,6-dihydroindolo[2,1-b]quinazolin-12(5H)-ones are obtained in good to excellent yields (up to 99% yield) by using trifluoromethanesulfonic acid (TfOH) mediated N−Ts bond cleavage. The obtained compounds could be easily functionalized by simple synthetic methods.

Keywords: chemical synthesis; organic compounds; aromatic compounds; catalysis; copper

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 2