ArticleBeilstein journal of organic chemistry2016
Economical and scalable synthesis of 6-amino-2-cyanobenzothiazole.
Article in Beilstein journal of organic chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Synthesis of Caged Aminoluciferin Peptides.Methods in molecular biology (Clifton, N.J.) · 2025Article
- Solid-Phase Synthesis of Caged Luminescent Peptides via Side Chain Anchoring.Bioconjugate chemistry · 2023Article
- Synthesis of 2-Cyanobenzothiazoles via Pd-Catalyzed/Cu-Assisted C-H Functionalization/Intramolecular C-S Bond Formation fromMolecules (Basel, Switzerland) · 2022Article
- Novel Regioselective Approach to Cyclize Phage-Displayed Peptides in Combination with Epitope-Directed Selection to Identify a Potent Neutralizing Macrocyclic Peptide for SARS-CoV-2.ACS chemical biology · 2022Article
- Luminescent Assay for the Screening of SARS-CoV-2 MChembiochem : a European journal of chemical biology · 2022Article
- Modified Enzyme Substrates for the Detection of Bacteria: A Review.Molecules (Basel, Switzerland) · 2020Review
- Synthesis ofFrontiers in chemistry · 2018Article
- Rapid Access to a Broad Range of 6'-Substituted Firefly Luciferin Analogues Reveals Surprising Emitters and Inhibitors.Organic letters · 2017Article
- Bioluminescent Probes for Imaging Biology beyond the Culture Dish.Biochemistry · 2017Review
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
2-Cyanobenzothiazoles (CBTs) are useful building blocks for: 1) luciferin derivatives for bioluminescent imaging; and 2) handles for bioorthogonal ligations. A particularly versatile CBT is 6-amino-2-cyanobenzothiazole (ACBT), which has an amine handle for straight-forward derivatisation. Here we present an economical and scalable synthesis of ACBT based on a cyanation catalysed by 1,4-diazabicyclo[2.2.2]octane (DABCO), and discuss its advantages for scale-up over previously reported routes.
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