Metal-free sulfonyl radical-initiated cascade cyclization to access sulfonated indolo[1,2-]quinolines

A metal-free cascade reaction was developed for the synthesis of indolo[1,2- a ]quinoline derivatives from arylsulfonyl hydrazides and 1-(2-(arylethynyl)phenyl)indoles in the presence of TBAI/TBHP. Impressively, these products exhibit excellent fluorescence properties, which is promising for cell im...

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Published inChemical communications (Cambridge, England) Vol. 55; no. 84; pp. 12615 - 12618
Main Authors Sun, Kai, Chen, Xiao-Lan, Zhang, Yin-Li, Li, Kai, Huang, Xian-Qiang, Peng, Yu-Yu, Qu, Ling-Bo, Yu, Bing
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 17.10.2019
Royal Society of Chemistry
Subjects
Cascade chemical reactions
Chemistry
Chemistry, Multidisciplinary
Crystallography
cyclization reactions
Fluorescence
Hydrazides
image analysis
Indoles
Organic compounds
Physical Sciences
Quinoline
Science & Technology
QUINOLINE N-OXIDES
ONE-POT SYNTHESIS
ANNULATION
MEDIATED SULFONYLATION
STRATEGY
ALDEHYDES
QUINOXALIN-2(1H)-ONES
CATALYST
C-H ACTIVATION
EFFICIENT
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Summary:A metal-free cascade reaction was developed for the synthesis of indolo[1,2- a ]quinoline derivatives from arylsulfonyl hydrazides and 1-(2-(arylethynyl)phenyl)indoles in the presence of TBAI/TBHP. Impressively, these products exhibit excellent fluorescence properties, which is promising for cell imaging. A metal-free cascade reaction was developed for the synthesis of indolo[1,2- a ]quinoline derivatives from arylsulfonyl hydrazides and 1-(2-(arylethynyl)phenyl)indoles in the presence of TBAI/TBHP.
Bibliography:Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
1850740
1947659
10.1039/c9cc06924k
and
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SourceType-Scholarly Journals-1
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c9cc06924k