ArticleJournal of heterocyclic chemistry2017
Microwave-accelerated conjugate addition of 2-arylindoles to substituted β-nitrostyrenes in the presence of ammonium trifluoroacetate: an efficient approach for the synthesis of a novel class of CB1 cannabinoid receptor allosteric modulators.
Article in Journal of heterocyclic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Application of Fluorine- and Nitrogen-Walk Approaches: Defining the Structural and Functional Diversity of 2-Phenylindole Class of Cannabinoid 1 Receptor Positive Allosteric Modulators.Journal of medicinal chemistry · 2020Article
- Identification of CB1 Receptor Allosteric Sites Using Force-Biased MMC Simulated Annealing and Validation by Structure-Activity Relationship Studies.ACS medicinal chemistry letters · 2019Article
- Potential for endocannabinoid system modulation in ocular pain and inflammation: filling the gaps in current pharmacological options.Neuronal signaling · 2018Review
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Authors and funding
4 authors.
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Abstract
2-Arylindoles, in general exhibit reduced reactivity towards the conjugate addition to substituted nitrostyrenes, when compared to indoles. We report here an efficient, expeditious and high-yielding conjugate addition of 2-arylindoles to substituted β-nitrostyrenes in the presence of ammonium trifluoroacetate under microwave irradiation. This method is mild with high and reproducible yields and is selective for addition of β-nitrostyrenes when compared to other electrophiles. The results obtained from the optimized microwave method consistently provided improved yields in a shorter time compared to those of the conventional heating synthetic route.
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