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Issue 84, 2015
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Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins

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Abstract

C-3 alkylation of coumarins has been accomplished using cycloalkanes or alkylbenzenes in the presence of di-tert-butylperoxide (DTBP) and FeIII catalyst. Under metal free conditions and just by switching the oxidant from DTBP to TBHP, an exclusive C-4 cycloalkylation–C-3 peroxidation reaction takes place. During C-3 alkylation, the C–C bond formation occurs at the expense of an existing C–C bond, while the C-4 alkylation is associated with the formation of new C–C and C–O bonds.

Graphical abstract: Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins

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Supplementary files

Article information


Submitted
24 Jul 2015
Accepted
25 Aug 2015
First published
25 Aug 2015

Chem. Commun., 2015,51, 15422-15425
Article type
Communication

Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins

A. Banerjee, S. K. Santra, N. Khatun, W. Ali and B. K. Patel, Chem. Commun., 2015, 51, 15422
DOI: 10.1039/C5CC06200D

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