A FeCl3-catalyzed highly regioselective 1,2-addition/substitution sequence for the construction of coumarin-substituted bis(indolyl)methanes

A FeCl3-catalyzed highly regioselective 1,2-addition/ substitution sequence of 3-acetylcoumarins and indoles has been developed to afford highly hindered tetrasubstituted bis(indolyl)methanes bearing a biologically useful coumarin motif in 56-99% yields.

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 14; no. 19; pp. 4420 - 4425
Main Authors Wang, Wen-Bo, Zhu, Yan-Shuo, Guo, Sheng-Qiang, Wang, Qi-Lin, Bu, Zhan-Wei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 11.05.2016
Subjects
Catalysis
Chemistry
Chemistry, Organic
Chlorides - chemistry
Coumarins - chemistry
Ferric Compounds - chemistry
Indoles - chemistry
Methane - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
ORINA SP
FACILE SYNTHESIS
ENANTIOSELECTIVE SYNTHESIS
3-SUBSTITUTED COUMARINS
ANTIBACTERIAL ACTIVITY
NONREARRANGED MONOTERPENOID UNIT
DEEP-WATER
DERIVATIVES
SIMPLE INDOLE ALKALOIDS
MICHAEL ADDITION
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Summary:A FeCl3-catalyzed highly regioselective 1,2-addition/ substitution sequence of 3-acetylcoumarins and indoles has been developed to afford highly hindered tetrasubstituted bis(indolyl)methanes bearing a biologically useful coumarin motif in 56-99% yields.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00515b