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Showing results for thionium
Your search for thinium retrieved no results
Interrogating the thionium hydrogen bond as a noncovalent stereocontrolling interaction in chiral phosphate catalysis.
Lai J, Reid JP. Lai J, et al. Chem Sci. 2022 Aug 16;13(37):11065-11073. doi: 10.1039/d2sc02171d. eCollection 2022 Sep 28. Chem Sci. 2022. PMID: 36320465 Free PMC article.
We report the results of computations that show for the first time thionium hydrogen bonds to be an important noncovalent interaction in asymmetric catalysis. As a validating case study, we explored an asymmetric Pummerer rearrangement involving thionium intermediat …
We report the results of computations that show for the first time thionium hydrogen bonds to be an important noncovalent interaction …
Beyond the Pummerer reaction: recent developments in thionium ion chemistry.
Smith LH, Coote SC, Sneddon HF, Procter DJ. Smith LH, et al. Angew Chem Int Ed Engl. 2010 Aug 9;49(34):5832-44. doi: 10.1002/anie.201000517. Angew Chem Int Ed Engl. 2010. PMID: 20583014 Review.
In recent years, many exciting advances have demonstrated the broad scope and synthetic utility of Pummerer methodology and the versatility of thionium ion intermediates....
In recent years, many exciting advances have demonstrated the broad scope and synthetic utility of Pummerer methodology and the versatility …
Selective Synthesis of N-Cyano Sulfilimines by Dearomatizing Stable Thionium Ions.
Kim SM, Kang OY, Lim HJ, Park SJ. Kim SM, et al. ACS Omega. 2020 Apr 22;5(17):10191-10199. doi: 10.1021/acsomega.0c01086. eCollection 2020 May 5. ACS Omega. 2020. PMID: 32391507 Free PMC article.
For the selective synthesis of N-cyano sulfilimines, we have developed a new method based on the soft-soft interaction between thionium ion electrophiles and cyanonitrene nucleophiles. The stable thionium ion was successfully obtained by oxidative dearomatization us …
For the selective synthesis of N-cyano sulfilimines, we have developed a new method based on the soft-soft interaction between thionium …
Thionium-based one-pot construction of homo-/heterodimeric pyrroloindoline from tryptamine.
Tayu M, Higuchi K, Ishizaki T, Kawasaki T. Tayu M, et al. Org Lett. 2014 Jul 18;16(14):3613-5. doi: 10.1021/ol5012373. Epub 2014 Jul 2. Org Lett. 2014. PMID: 24988177
We report a one-pot procedure for forming a dimeric pyrroloindoline framework with a thionium reagent. The cyclization of tryptamine with DMSO and Tf(2)O, followed by substitution with indole derivatives, produced racemic 3a-indolylpyrroloindolines. ...
We report a one-pot procedure for forming a dimeric pyrroloindoline framework with a thionium reagent. The cyclization of tryptamine …
Thionium ion initiated medium-sized ring formation: the total synthesis of asteriscunolide D.
Trost BM, Burns AC, Bartlett MJ, Tautz T, Weiss AH. Trost BM, et al. J Am Chem Soc. 2012 Jan 25;134(3):1474-7. doi: 10.1021/ja210986f. Epub 2012 Jan 10. J Am Chem Soc. 2012. PMID: 22236456 Free PMC article.
The challenging 11-membered ring was forged via a diastereoselective thionium ion initiated cyclization, which constitutes a formal aldol disconnection to form a strained macrocycle. ...
The challenging 11-membered ring was forged via a diastereoselective thionium ion initiated cyclization, which constitutes a formal a …
alpha-Thio Carbocations (Thionium Ions) as Intermediates in Bronsted Acid-Catalyzed Reactions of Enone-Derived 1,3-Dithianes and 1,3-Dithiolanes.
Brenninger C, Bach T. Brenninger C, et al. Top Catal. 2018;61(7):623-629. doi: 10.1007/s11244-018-0905-6. Epub 2018 Mar 5. Top Catal. 2018. PMID: 30996580 Free PMC article.
ABSTRACT: Evidence was collected for the intermediate formation of thionium ions in Bronsted acid-catalyzed [2 + 2] photocycloaddition and electrophilic addition reactions to enone dithianes and dithiolanes. Low-temperature NMR studies helped to elucidate the structure and …
ABSTRACT: Evidence was collected for the intermediate formation of thionium ions in Bronsted acid-catalyzed [2 + 2] photocycloadditio …
A dearomatizing, thionium ion cyclization for the synthesis of functionalized, azaspirocyclic cyclohexadienones.
Ovens C, Martin NG, Procter DJ. Ovens C, et al. Org Lett. 2008 Apr 3;10(7):1441-4. doi: 10.1021/ol8002095. Epub 2008 Mar 12. Org Lett. 2008. PMID: 18335948
Thionium ions, generated by the addition of thiols to N-benzylglyoxamides, undergo a dearomatizing spirocyclization. The alkyl or arylsulfanyl group introduced during the thionium ion cyclization can act as a synthetic handle and a stereochemical control element dur …
Thionium ions, generated by the addition of thiols to N-benzylglyoxamides, undergo a dearomatizing spirocyclization. The alkyl or ary …
Ene cyclization reaction in heterocycle synthesis.
Saha P, Saikia AK. Saha P, et al. Org Biomol Chem. 2018 Apr 25;16(16):2820-2840. doi: 10.1039/c8ob00429c. Org Biomol Chem. 2018. PMID: 29594296 Review.
In the past and recent years, many exciting reports have demonstrated the broad scope and synthetic utility of ene cyclization and the versatility of oxonium ion, iminium ion and thionium ion intermediates. Moreover, the ease of regio- and stereoselectivity of ene cyclizat …
In the past and recent years, many exciting reports have demonstrated the broad scope and synthetic utility of ene cyclization and the versa …
Studies dealing with thionium ion promoted mannich cyclization reactions.
Padwa A, Waterson AG. Padwa A, et al. J Org Chem. 2000 Jan 14;65(1):235-44. doi: 10.1021/jo991414h. J Org Chem. 2000. PMID: 10813921
Treatment of several amido-substituted thioacetals with dimethyl(methylthio)sulfonium tetrafluoroborate (DMTSF) produces synthetically useful thionium ions that are intercepted by the adjacent nitrogen atom to afford both five- and six-membered alkylthio-substituted lactam …
Treatment of several amido-substituted thioacetals with dimethyl(methylthio)sulfonium tetrafluoroborate (DMTSF) produces synthetically usefu …
52 results