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

Banerjee, Arghya ; Santra, Sourav Kumar ; Khatun, Nilufa ; Ali, Wajid ; Patel, Bhisma K. (2015) Oxidant controlled regioselective mono- and di-functionalization reactions of coumarins Chemical Communications, 51 (84). pp. 15422-15425. ISSN 1359-7345

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Official URL: http://pubs.rsc.org/en/content/articlelanding/2015...

Related URL: http://dx.doi.org/10.1039/C5CC06200D

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.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:113810
Deposited On:30 Apr 2018 12:13
Last Modified:30 Apr 2018 12:13

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