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Intramolecular macrolactonization, photophysical and biological studies of new class of polycyclic pyrrole derivatives
- Source :
- Organic & Biomolecular Chemistry. 15:2411-2421
- Publication Year :
- 2017
- Publisher :
- Royal Society of Chemistry (RSC), 2017.
-
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.
- Subjects :
- Reaction conditions
Biological studies
010405 organic chemistry
Stereochemistry
Chemistry
Organic Chemistry
Intramolecular cyclization
010402 general chemistry
01 natural sciences
Biochemistry
Fluorescence
Combinatorial chemistry
Pyrrole derivatives
Coupling reaction
0104 chemical sciences
Intramolecular force
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 14770539 and 14770520
- Volume :
- 15
- Database :
- OpenAIRE
- Journal :
- Organic & Biomolecular Chemistry
- Accession number :
- edsair.doi.dedup.....58a3f95ab112cc5f665dbdf3d84391ac