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Showing 37 to 45 of 45 entries
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Overcoming challenges in the palladium-catalyzed synthesis of electron deficient ortho-substituted aryl acetonitriles.

Organic & biomolecular chemistry

Brannock MC, Behof WJ, Morrison G, Gorman CB.
PMID: 21365100
Org Biomol Chem. 2011 Apr 21;9(8):2661-6. doi: 10.1039/c0ob00903b. Epub 2011 Mar 02.

Highly electron deficient monoaryl, di-aryl and bis-diaryl acetonitriles were effectively synthesized using either a nucleophilic aromatic substitution (NAS) or a palladium-mediated coupling pathway. Synthesis of di-aryl acetonitriles most conveniently proceeded via NAS--palladium-mediated coupling was not required. This reaction, however,...

First row transition metal(II) thiocyanate complexes, and formation of 1-, 2-, and 3-dimensional extended network structures of M(NCS)2(solvent)2 (M = Cr, Mn, Co) composition.

Inorganic chemistry

Shurdha E, Moore CE, Rheingold AL, Lapidus SH, Stephens PW, Arif AM, Miller JS.
PMID: 23981238
Inorg Chem. 2013 Sep 16;52(18):10583-94. doi: 10.1021/ic401558f. Epub 2013 Aug 27.

The reaction of first row transition M(II) ions with KSCN in various solvents form tetrahedral (NMe4)2[M(II)(NCS)4] (M = Fe, Co), octahedral trans-M(II)(NCS)2(Sol)4 (M = Fe, V, Ni; Sol = MeCN, THF), and K4[M(II)(NCS)6] (M = V, Ni). The reaction...

Reactions of 3-(.

Beilstein journal of organic chemistry

Sağırlı A, Dürüst Y.
PMID: 30591824
Beilstein J Org Chem. 2018 Dec 10;14:3011-3017. doi: 10.3762/bjoc.14.280. eCollection 2018.

The present work describes an unfamiliar reaction of 5-(chloromethyl)-3-substituted-phenyl-1,2,4-oxadiazoles with KCN affording trisubstituted 1,2,4-oxadiazol-5-ylacetonitriles and their parent alkanes, namely, 1,2,3-trisubstituted-1,2,4-oxadiazol-5-ylpropanes. To the best of our knowledge, the current synthetic route leading to decyanated products will be the first in...

Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols.

Chemical communications (Cambridge, England)

Bera S, Bera A, Banerjee D.
PMID: 32432612
Chem Commun (Camb). 2020 Jun 23;56(50):6850-6853. doi: 10.1039/d0cc02261f.

The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcohols releasing water as the by-product (>33 examples, up to 90% yield) is reported.

Bis-Cyclometalated Indazole Chiral-at-Rhodium Catalyst for Asymmetric Photoredox Cyanoalkylations.

Chemistry (Weinheim an der Bergstrasse, Germany)

Steinlandt PS, Zuo W, Harms K, Meggers E.
PMID: 31541505
Chemistry. 2019 Dec 02;25(67):15333-15340. doi: 10.1002/chem.201903369. Epub 2019 Nov 13.

A new class of bis-cyclometalated rhodium(III) catalysts containing two inert cyclometalated 6-tert-butyl-2-phenyl-2H-indazole ligands and two labile acetonitriles is introduced. Single enantiomers (>99 % ee) were obtained through a chiral-auxiliary-mediated approach using a monofluorinated salicyloxazoline. The new chiral-at-metal complex is...

Chiral-at-Iron Catalyst: Expanding the Chemical Space for Asymmetric Earth-Abundant Metal Catalysis.

Journal of the American Chemical Society

Hong Y, Jarrige L, Harms K, Meggers E.
PMID: 30839201
J Am Chem Soc. 2019 Mar 20;141(11):4569-4572. doi: 10.1021/jacs.9b01352. Epub 2019 Mar 06.

A new class of chiral iron catalysts is introduced that contains exclusively achiral ligands with the overall chirality being the result of a stereogenic iron center. Specifically, iron(II) is cis-coordinated to two N-(2-pyridyl)-substituted N-heterocyclic carbene (PyNHC) ligands in a...

Active and Recyclable Catalytic Synthesis of Indoles by Reductive Cyclization of 2-(2-Nitroaryl)acetonitriles in the Presence of Co-Rh Heterobimetallic Nanoparticles with Atmospheric Hydrogen under Mild Conditions.

Organic letters

Choi I, Chung H, Park JW, Chung YK.
PMID: 27762564
Org Lett. 2016 Nov 04;18(21):5508-5511. doi: 10.1021/acs.orglett.6b02659. Epub 2016 Oct 20.

A cobalt-rhodium heterobimetallic nanoparticle-catalyzed reductive cyclization of 2-(2-nitroaryl)acetonitriles to indoles has been achieved. The tandem reaction proceeds without any additives under the mild conditions (1 atm H

Synthesis of Dihydrochromeno[2,3-.

The Journal of organic chemistry

Xiao X, Lu X, Zhang M, Hou H, Wan C, Liu J.
PMID: 34763424
J Org Chem. 2021 Dec 03;86(23):16795-16805. doi: 10.1021/acs.joc.1c02006. Epub 2021 Nov 11.

A tandem cyclization between 2-(2-aminophenyl)acetonitriles and 2-(hydroxy(aryl)methyl)phenols for the preparation of dihydrochromeno[2,3-

Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents.

Organic letters

Wang S, Xu J, Song Q.
PMID: 34382811
Org Lett. 2021 Sep 03;23(17):6789-6794. doi: 10.1021/acs.orglett.1c02373. Epub 2021 Aug 12.

Polysubstituted quinolin-3-amines are vital structural motifs because of their broad biological activities as well as versatile transformational abilities. However, they are not easily accessible. We disclose a protocol with Mn(III) acetate as a mild one-electron oxidant promoting a radical...

Showing 37 to 45 of 45 entries