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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 8
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Original Articles

Benzotriazole-1-carboxamidinium Tosylate: An Alternative Method for the Conversion of Amines to Guanidines

Alan R. Katritzky Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL, 32611-7200, USA
,
Roslyn L. Parris Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL, 32611-7200, USA
,
Steven M. Allin Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL, 32611-7200, USA
&
Peter J. Steel Department of Chemistry, University of Canterbury, Christchurch, 1, New Zealand
Pages 1173-1186 | Received 11 Oct 1994, Published online: 23 Sep 2006

Citations (24)

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Read on this site (4)

SophiaK. Philip & K.N. Rajasekharan. (2011) Ecofriendly Synthesis of Novel Benzo-1,2,3-triazol-1-yl-(N-aryl)amidines and Their Conversion to Guanidines. Synthetic Communications 41:11, pages 1593-1602.
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M. Francis, S. Deepa, S. Sreekala & K.N. Rajasekharan. (1997) Conversion of Alkylamines to Thiocarbamoylguanidines. Synthetic Communications 27:19, pages 3463-3470.
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G.C. Jenardanan, M. Francis, S. Deepa & K.N. Rajasekharan. (1997) 1-(N-Arylthiocarbamoyl)amidino-3,5-dimethyl Pyrazoles-Preparation and Use in Heterocycle Synthesis. Synthetic Communications 27:19, pages 3457-3462.
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Pierre Deprez & Jean-Paul Vevert. (1996) Efficient Two-Step Syntheses of Sulfonylguanidines from Sulfonamides. Synthetic Communications 26:23, pages 4299-4310.
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Articles from other publishers (20)

D. Sengupta, A. Gómez-Torres & S. Fortier. 2021. Comprehensive Coordination Chemistry III. Comprehensive Coordination Chemistry III 366 405 .
Mateja Đud, Zoran Glasovac & Davor Margetić. (2019) The utilization of ball milling in synthesis of aryl guanidines through guanidinylation and N-Boc-deprotection sequence. Tetrahedron 75:1, pages 109-115.
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Bradley T. Reid, Artur K. Mailyan & Armen Zakarian. (2018) Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation. The Journal of Organic Chemistry 83:16, pages 9492-9496.
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Artur K. Mailyan, Kyle Young, Joanna L. Chen, Bradley T. Reid & Armen Zakarian. (2016) Stereoselective Synthesis of Cyclic Guanidines by Directed Diamination of Unactivated Alkenes. Organic Letters 18:21, pages 5532-5535.
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Sergey Burov, Maria Leko, Marina Dorosh, Anatoliy Dobrodumov & Olga Veselkina. (2011) Creatinyl amino acids—new hybrid compounds with neuroprotective activity. Journal of Peptide Science 17:9, pages 620-626.
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Larry Yet. 2011. Modern Heterocyclic Chemistry. Modern Heterocyclic Chemistry 989 1045 .
Hideto Miyabe, Kazumasa Yoshida, Valluru Krishna Reddy & Yoshiji Takemoto. (2008) Palladium- or Iridium-Catalyzed Allylic Substitution of Guanidines: Convenient and Direct Modification of Guanidines. The Journal of Organic Chemistry 74:1, pages 305-311.
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Uwe Köhn, Maurice Klopfleisch, Helmar Görls & Ernst Anders. (2006) Synthesis of hindered chiral guanidine bases starting from (S)-(N,N-dialkyl-aminomethyl)pyrrolidines and BrCN. Tetrahedron: Asymmetry 17:5, pages 811-818.
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Alan R. Katritzky, Niveen M. Khashab & Sergey Bobrov. (2005) The Preparation of 1,2,3‐Trisubstituted Guanidines. Helvetica Chimica Acta 88:7, pages 1664-1675.
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F. Sączewski. 2005. Comprehensive Organic Functional Group Transformations II. Comprehensive Organic Functional Group Transformations II 605 660 .
Sotir Zahariev, Corrado Guarnaccia, Doriano Lamba, Maša Čemažar & Sándor Pongor. (2004) Solvent-free synthesis of azole carboximidamides. Tetrahedron Letters 45:51, pages 9423-9426.
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Alan R. Katritzky, Boris V. Rogovoy, Xiaohong Cai, Nataliya Kirichenko & Katherine V. Kovalenko. (2003) Efficient Synthesis of Polysubstituted Acylguanidines and Guanylureas. The Journal of Organic Chemistry 69:2, pages 309-313.
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Hans-Jürgen Musiol & Luis Moroder. 2001. Peptides: The Wave of the Future. Peptides: The Wave of the Future 91 92 .
Alan R. Katritzky, Boris V. Rogovoy, Christophe Chassaing & Vladimir Vvedensky. (2000) Di(benzotriazol-1-yl)methanimine:  A New Reagent for the Synthesis of Tri- and Tetrasubstituted Guanidines. The Journal of Organic Chemistry 65:23, pages 8080-8082.
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Konrad Feichtinger, Heather L. Sings, Tracy J. Baker, Kenneth Matthews & Murray Goodman. (1998) Triurethane-Protected Guanidines and Triflyldiurethane-Protected Guanidines:  New Reagents for Guanidinylation Reactions. The Journal of Organic Chemistry 63:23, pages 8432-8439.
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Konrad Feichtinger, Christoph Zapf, Heather L. Sings & Murray Goodman. (1998) Diprotected Triflylguanidines:  A New Class of Guanidinylation Reagents. The Journal of Organic Chemistry 63:12, pages 3804-3805.
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Alan R. Katritzky, Xiangfu Lan, Jason Z. Yang & Olga V. Denisko. (1998) Properties and Synthetic Utility of N -Substituted Benzotriazoles . Chemical Reviews 98:2, pages 409-548.
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Ganesan Vaidyanathan & Michael R. Zalutsky. (1997) A New Route to Guanidines from Bromoalkanes. The Journal of Organic Chemistry 62:14, pages 4867-4869.
Crossref
S.A. LangJr.Jr. & V.J. Lee. 1996. 146 162 .
A. R. KATRITZKY, R. L. PARRIS, S. M. ALLIN & P. J. STEEL. (2010) ChemInform Abstract: Benzotriazole‐1‐carboxamidinium Tosylate: an Alternative Method for the Conversion of Amines to Guanidines.. ChemInform 26:31.
Crossref

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