ArticleTetrahedron letters2012
Facile and rapid route for the synthesis of novel conformationally constrained norstatine analogs via PADAM-cyclization methodology.
Article in Tetrahedron letters, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 32 citations in OpenAlex.
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- Deuterated reagents in multicomponent reactions to afford deuterium-labeled products.Beilstein journal of organic chemistry · 2024Article
- The 100 facets of the Passerini reaction.Chemical science · 2021Review
- Synthesis of N-heterocycles containing 1,5-disubstituted-1H-tetrazole via post-Ugi-azide reaction.Molecular diversity · 2020Review
- Tubulysin Synthesis Featuring Stereoselective Catalysis and Highly Convergent Multicomponent Assembly.Organic letters · 2020Article
- Tetrazoles via Multicomponent Reactions.Chemical reviews · 2019Review
- Combining the Ugi-azide multicomponent reaction and rhodium(III)-catalyzed annulation for the synthesis of tetrazole-isoquinolone/pyridone hybrids.Beilstein journal of organic chemistry · 2019Article
- Library-to-Library Synthesis of Highly Substituted α-Aminomethyl Tetrazoles via Ugi Reaction.ACS combinatorial science · 2018Review
- Chiral Brønsted acid-catalyzed enantioselective Friedel-Crafts reaction of 2-methoxyfuran with aliphatic ketimines generatedChemical science · 2016Article
- MCR synthesis of a tetracyclic tetrazole scaffold.Bioorganic & medicinal chemistry · 2015Article
- Tetrazolium compounds: synthesis and applications in medicine.Molecules (Basel, Switzerland) · 2015Review
- Exploiting the Divalent Nature of Isonitriles: a novel Pictet-Spengler Amidination process.Tetrahedron letters · 2014Article
- Aldol reactions in multicomponent reaction based domino pathways: a multipurpose enabling tool in heterocyclic chemistry.Organic letters · 2013Article
- A Van Leusen deprotection-cyclization strategy as a fast entry into two imidazoquinoxaline families.Tetrahedron letters · 2012Article
- Ugi/aldol sequence: expeditious entry to several families of densely substituted nitrogen heterocycles.Angewandte Chemie (International ed. in English) · 2012Article
- Straightforward assembly of phenylimidazoquinoxalines via a one-pot two-step MCR process.Organic letters · 2012Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
The following report describes novel methodology for the rapid synthesis of unique conformationally constrained norstatine analogs of potential biological relevance. A PADAM (Passerini reaction - Amine Deprotection - Acyl Migration reaction) sequence is followed by a TFA-mediated microwave-assisted cyclization to generate the final benzimidazole isostere of the norstatine scaffold in moderate to good yields. The applicability of this solution phase methodology to the preparation of a small collection of compounds is discussed.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.