Straightforward access to novel indolo[2,3-]indoles aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles

Herein, we report an unprecedented aerobic copper-catalyzed [3+2] annulation reaction of diarylamines with indoles, which allows direct access to novel 2-diarylaminoindolo[2,3- b ]indoles, a class of potential photoelectric device molecules. The developed transformation proceeds with broad substrate...

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Published inChemical communications (Cambridge, England) Vol. 56; no. 18; pp. 287 - 281
Main Authors Liang, Taoyuan, Gong, Lingzhen, Zhao, He, Jiang, Huanfeng, Zhang, Min
Format Journal Article
LanguageEnglish
Published 03.03.2020
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Abstract Herein, we report an unprecedented aerobic copper-catalyzed [3+2] annulation reaction of diarylamines with indoles, which allows direct access to novel 2-diarylaminoindolo[2,3- b ]indoles, a class of potential photoelectric device molecules. The developed transformation proceeds with broad substrate scope, good functional group tolerance, high chemo-selectivity, and no need for pre-preparation of specific agents, which offers a practical route for diverse and atom-economic synthesis of the desired products that are difficult to prepare with the conventional approaches. Unprecedented direct access to novel 2-diarylaminoindolo[2,3- b ]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles is demonstrated.
AbstractList Herein, we report an unprecedented aerobic copper-catalyzed [3+2] annulation reaction of diarylamines with indoles, which allows direct access to novel 2-diarylaminoindolo[2,3- b ]indoles, a class of potential photoelectric device molecules. The developed transformation proceeds with broad substrate scope, good functional group tolerance, high chemo-selectivity, and no need for pre-preparation of specific agents, which offers a practical route for diverse and atom-economic synthesis of the desired products that are difficult to prepare with the conventional approaches. Unprecedented direct access to novel 2-diarylaminoindolo[2,3- b ]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles is demonstrated.
Author Jiang, Huanfeng
Zhao, He
Gong, Lingzhen
Liang, Taoyuan
Zhang, Min
AuthorAffiliation Key Lab of Functional Molecular Engineering of Guangdong Province
South China University of Technology
School of Chemistry and Chemical Engineering
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Notes Electronic supplementary information (ESI) available: Experimental details and NMR spectra for all compounds. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
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  doi: Kim Kim Lee Shin La Kim Baek
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  doi: Sawada Hotta Matsumoto
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  doi: Chen Su Ji Tsai Brooks Lahti
– issn: 2010
  publication-title: Heterocyclic Scaffolds II: Reactions and Applications of Indoles
  doi: Gribble Badenock
– issn: 2016
  doi: Sim Park Jang
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Title Straightforward access to novel indolo[2,3-]indoles aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles
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