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Issue 11, 2017
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Intramolecular macrolactonization, photophysical and biological studies of new class of polycyclic pyrrole derivatives

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Abstract

Herein, we report an efficient synthesis of N-substituted pyrrole derivatives and their application to construct macrocyclic oxazocinone via a two-component coupling reaction followed by base mediated intramolecular cyclization. This methodology provides an easy two-step approach to constitute a library of fused pyrrolo-oxazocinone derivatives in good yields under mild reaction conditions. The present methodology offers an easy access to the synthesis of a library of fluorescent pyrole derivatives. Among them, tert-butyl 2-(2-(3-hydroxypropyl)-7-methoxy-4,5-dihydro-2H-benzo[e]isoindol-1-yl)acetate has been employed in bio-analytical imaging which shows efficient cellular internalization along with no obvious cellular toxicity.

Graphical abstract: Intramolecular macrolactonization, photophysical and biological studies of new class of polycyclic pyrrole derivatives

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Publication details

The article was received on 20 Jan 2017, accepted on 21 Feb 2017 and first published on 02 Mar 2017


Article type: Paper
DOI: 10.1039/C7OB00160F
Citation: Org. Biomol. Chem., 2017,15, 2411-2421
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    Intramolecular macrolactonization, photophysical and biological studies of new class of polycyclic pyrrole derivatives

    S. K. Mondal, A. Mandal, S. K. Manna, S. A. Ali, M. Hossain, V. Venugopal, A. Jana and S. Samanta, Org. Biomol. Chem., 2017, 15, 2411
    DOI: 10.1039/C7OB00160F

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