Journal Article10.1016/J.TETLET.2011.05.132
A concise synthesis of asymmetrical N,N′-disubstituted guanidines
Daniel H. O'Donovan,Isabel Rozas +1 more
TL;DR: In this article, a method for the preparation of asymmetrical N,N′-disubstituted guanidines starting from thiourea via the reaction of N-Boc-protected N′-alkyl/aryl substitutions with an amine in the presence of mercury(II) chloride and triethylamine was presented.
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About: This article is published in Tetrahedron Letters. The article was published on 10 Aug 2011. The article focuses on the topics: Thiourea & Triethylamine.
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Citations
Solid-Phase Synthesis of Peptide Thioureas and Thiazole-Containing Macrocycles through Ru-Catalyzed Ring-Closing Metathesis
TL;DR: The developed "build/couple/pair" strategy is well suited for the generation of larger and stereochemically complete screening libraries of thiazole-containing peptide macrocycles.
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Pyridin-2-yl Guanidine Derivatives: Conformational Control Induced by Intramolecular Hydrogen-Bonding Interactions.
Brendan Kelly,Daniel H. O'Donovan,John E. O'Brien,Thomas McCabe,Fernando Blanco,Isabel Rozas +5 more
TL;DR: The synthesis and conformational analysis of a series of pyridin-2-yl guanidine derivatives using NMR, X-ray crystallography, and B3LYP/6-31+G** theoretical studies are reported, sustaining the existence of two intramolecular hydrogen-bonding systems.
Ultrasound-assisted synthesis of substituted guanidines from thioureas
TL;DR: In this paper, an ultrasound assisted synthesis of guanidine derivatives was developed using 2,4,6 trichloro-1,3,5-triazine as an inexpensive dehydrosulfurization reagent.
20
New methods for the preparation of aryl 2-iminoimidazolidines
Daniel H. O'Donovan,Isabel Rozas +1 more
TL;DR: In this article, a divergent strategy for the synthesis of 1-aryl and 2-aryl-2-iminoimidazolidines is presented, where cyclization of N -Boc- N '-aryl N '′-(2-hydroxyethyl)guanidines in the presence of methanesulfonyl chloride and triethylamine or sodium hydride at 0.
16
An efficient two-step synthesis of novel 2-amino-substituted pyrazolo[1,5-a][1,3,5]triazines
TL;DR: In this paper, a series of 2-amino-substituted pyrazolo triazines were selectively synthesized by a two-step reaction between 5amino3-hetaryl-1 H -pyrazoles and hetaroyl isothiocyanates with subsequent amination and cyclization promoted by the couple HgCl 2 /TEA and DMF as solvent.
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References
Improved method for the preparation of guanidines
Kyoung S. Kim,Ligang Qian +1 more
TL;DR: In this paper, the use of N,N′-di-(tert-butoxycarbonyl)thiourea 1 in the presence of mercuric chloride provides a very efficient method for the bis-Boc protected guanidine formation of the amino compounds which are highly deactivated either sterically or electronically.
222
(+)-saxitoxin : A first and second generation stereoselective synthesis
TL;DR: A stereoselective synthesis of the bis-guanidinium toxin (+)-saxitoxin (STX), the agent infamously associated with red tides and paralytic shellfish poisoning, is described, and the effectiveness of this strategy is notable, as only four steps are needed to transform 39 into the target molecule.
152
Recent developments in guanylating agents
TL;DR: An overview of recent advances in the development of guanylating reagents, which are defined as compounds forming a guanidine structure by a chemical transformation, is summarized.
A mild and efficient method for the preparation of guanidines
TL;DR: A mild and efficient method for the preparation of guanidines by reaction of an acylated thiourea with an amine followed by removal of the acyl group(s) from the intermediate acylguanidine is reported.
141
New aromatic iminoimidazolidine derivatives as α1-adrenoceptor antagonists: A novel synthetic approach and pharmacological activity
TL;DR: The results indicate that, even though some discrepancies are observed in terms of the alpha1 subtype targeted by this new family of compounds, they show an interesting profile as antagonists of alpha1-adrenoceptors and a new prototype, compound 1a, has been found deserving further development.
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