Sequential annulation of bidentate diamines for modular access to N-fused/helical/spiro-carbazole scaffolds
Literature Information
Publication Date
2023-11-23
DOI
10.1039/D3QO01788E
Impact Factor
5.281
Authors
Yi Xiao, Xiya Zhang, Yuqin Wang, Kaida Li, Guixia Wang, Xiangfei Kong, Jinhua Wang, Shiqing Li
View Original
Abstract
Cu-catalysed mono N-annulation of bidentate diamines with cyclic diaryliodonium salts has been disclosed to build N-aminoaryl carbazoles with good yields, high selectivity, and narrow FWHMs. The resultant N-aminoaryl carbazoles can easily transform into N-fused/helical/spiro-carbazole scaffolds through diazotization of the residual NH2 followed by intramolecular electrophilic cyclization. The type and size of the second ring are tailored by the distance of two NH2 groups in diamines. Furthermore, the UV-vis and fluorescence spectra and quantum yields of the novel scaffolds are characterized, and their promising photophysical outputs make them potential building blocks for future OLED emitters.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
![4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure](https://static.chemtradehub.com/structs/351/351424-20-9-9467.webp "4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure")
4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid
CAS Number:
351424-20-9
Molecular Formula:
C15H11Cl2NO4
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