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Showing 1 to 12 of 56 entries
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Aromatization of enamines promoted by a stoichiometric amount of palladium(II) salts: a novel method for the synthesis of aromatic amines.

The Journal of organic chemistry

Ishikawa T, Uedo E, Tani R, Saito S.
PMID: 11429898
J Org Chem. 2001 Jan 12;66(1):186-91. doi: 10.1021/jo001331x.

Enamines (1a-r) prepared from cyclohexanones, cyclohexane-1,3-diones, or tetralones led to arylamines (2a-r) in one pot when treated with a stoichiometric amount of palladium salts [PdCl2-(MeCN)2] in acetonitrile in the presence of triethylamine at room temperature or at elevated temperature,...

alpha-Nitration of Ketones via Enol Silyl Ethers. Radical Cations as Reactive Intermediates in Thermal and Photochemical Processes.

The Journal of organic chemistry

Rathore R, Kochi JK.
PMID: 11666984
J Org Chem. 1996 Jan 26;61(2):627-639. doi: 10.1021/jo9515687.

Highly colored (red) solutions of various enol silyl ethers and tetranitromethane (TNM) are readily bleached to afford good yields of alpha-nitro ketones in the dark at room temperature or below. Spectral analysis show the red colors to be associated...

Air Oxidation of 2-Aryl-1-tetralones in Basic, Neutral, and Acidic Media: An Unprecedented Oxidative Aryl Migration to 2-Aryloxy-1-naphthols under Acidic Condition.

The Journal of organic chemistry

Ishikawa T, Hino K, Yoneda T, Murota M, Yamaguchi K, Watanabe T.
PMID: 11674642
J Org Chem. 1999 Jul 23;64(15):5691-5695. doi: 10.1021/jo9824854.

No abstract available.

Rh-catalyzed [4 + 2] carbocyclization of vinylarylaldehydes with alkenes and alkynes leading to substituted tetralones and 1-naphthols.

Organic letters

Tanaka K, Hojo D, Shoji T, Hagiwara Y, Hirano M.
PMID: 17458973
Org Lett. 2007 May 24;9(11):2059-62. doi: 10.1021/ol0704587. Epub 2007 Apr 26.

Regio-, diastereo-, and enantioselective intermolecular [4 + 2] carbocyclizations of vinylarylaldehydes with alkenes and alkynes leading to substituted tetralones and 1-naphthols have been developed by using a cationic rhodium(I)/dppb or dppp complex as a catalyst.

A RuH(2)(CO)(PPh(3))(3)-catalyzed regioselective arylation of aromatic ketones with arylboronates via carbon-hydrogen bond cleavage.

Journal of the American Chemical Society

Kakiuchi F, Matsuura Y, Kan S, Chatani N.
PMID: 15839693
J Am Chem Soc. 2005 Apr 27;127(16):5936-45. doi: 10.1021/ja043334n.

When the reaction of aromatic ketones with arylboronates (arylboronic acid esters) using RuH(2)(CO)(PPh(3))(3) (3) as a catalyst was conducted in toluene, the corresponding arylation product was obtained in moderate yields. In this case, a nearly equivalent amount of a...

CO-trapping reaction under thermolysis of alkoxyamines: application to the synthesis of 3,4-cyclopenta-1-tetralones.

Organic letters

Uenoyama Y, Tsukida M, Doi T, Ryu I, Studer A.
PMID: 15987186
Org Lett. 2005 Jul 07;7(14):2985-8. doi: 10.1021/ol050951n.

[reaction: see text] An efficient one-pot sequence comprising a PRE-mediated radical 5-exo-cyclization, a radical carbonylation, a nitroxide trapping reaction, and a subsequent acid-catalyzed Friedel-Craft-type acylation provides a new entry into 3,4-cyclopenta-1-tetralones. Eight examples are presented.

Mechanistic studies on the CAN-mediated intramolecular cyclization of δ-aryl-β-dicarbonyl compounds.

Beilstein journal of organic chemistry

Casey BM, Sadasivam DV, Flowers Ii RA.
PMID: 23946845
Beilstein J Org Chem. 2013 Jul 23;9:1472-9. doi: 10.3762/bjoc.9.167. eCollection 2013.

The synthesis of 2-tetralones through the cyclization of δ-aryl-β-dicarbonyl substrates by using CAN is described. Appropriately functionalized aromatic substrates undergo intramolecular cyclizations generating 2-tetralone derivatives in moderate to good yields. DFT computational studies indicate that successful formation of 2-tetralones...

Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile.

Organic letters

Fang J, Li L, Yang C, Chen J, Deng GJ, Gong H.
PMID: 30398881
Org Lett. 2018 Nov 16;20(22):7308-7311. doi: 10.1021/acs.orglett.8b03246. Epub 2018 Nov 06.

A mild and practical tandem oxidative ring-opening/cyclization reaction mediated by Ce

Bifunctional Brønsted Base Catalyst Enables Regio-, Diastereo-, and Enantioselective C.

Angewandte Chemie (International ed. in English)

Urruzuno I, Mugica O, Oiarbide M, Palomo C.
PMID: 28097751
Angew Chem Int Ed Engl. 2017 Feb 13;56(8):2059-2063. doi: 10.1002/anie.201612332. Epub 2017 Jan 18.

The catalytic asymmetric synthesis of both α-substituted and α,α-disubstituted (quaternary) β-tetralones through direct α-functionalization of the corresponding β-tetralone precursor remains elusive. A designed Brønsted base-squaramide bifunctional catalyst promotes the conjugate addition of either unsubstituted or α-monosubstituted β-tetralones to nitroalkenes....

Tandem Pummerer-Diels-Alder Reaction Sequence. A Novel Cascade Process for the Preparation of 1-Arylnaphthalene Lignans.

The Journal of organic chemistry

Padwa A, Cochran JE, Kappe CO.
PMID: 11667219
J Org Chem. 1996 May 31;61(11):3706-3714. doi: 10.1021/jo960295s.

The alpha-thiocarbocation generated from the Pummerer reaction of an o-benzoyl-substituted sulfoxide is intercepted by the adjacent keto group to produce an alpha-thio isobenzofuran as a transient intermediate which undergoes a subsequent Diels-Alder cycloaddition with added dienophiles. Acid-catalyzed ring-opening of...

Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds.

The Journal of organic chemistry

Pletnev AA, Larock RC.
PMID: 12492349
J Org Chem. 2002 Dec 27;67(26):9428-38. doi: 10.1021/jo0262006.

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups....

α-Arylation and Ring Expansion of Annulated Cyclobutanones: Stereoselective Synthesis of Functionalized Tetralones.

Angewandte Chemie (International ed. in English)

Chang S, Holmes M, Mowat J, Meanwell M, Britton R.
PMID: 27976511
Angew Chem Int Ed Engl. 2017 Jan 16;56(3):748-752. doi: 10.1002/anie.201608449. Epub 2016 Dec 15.

α-Arylcyclobutanones display unique reactivity that makes them valuable synthetic intermediates and target molecules. We describe the preparation of α-aryl- and α-heteroarylcyclobutanones through a direct α-arylation reaction. Problematic fragmentations are avoided by the use of LiO

Showing 1 to 12 of 56 entries