Synthesis 2021; 53(21): 4124-4130
Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines
Ankit Kumar Dhiman
a
Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
b
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India
,
Rohit Kumar
a
Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
b
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India
,
a
Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
b
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India
› Author Affiliations This work is supported by the Council of Scientific and Industrial Research (CSIR), New Delhi (MLP0159). A.K.D. and R.K. thank CSIR, New Delhi for senior research fellowships.
Abstract
A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines.
Key words
4-chloroquinoline -
2-chloroquinoline -
1-chloroisoquinoline -
HFIP -
fluoroalkoxylation
Supporting Information
Supporting information for this article is available online at https://doi.org/10.1055/a-1531-2248.
Supporting Information
Publication History
Received: 12 May 2021
© 2021. Thieme. All rights reserved
Georg Thieme Verlag KG
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