4923-63-1

Usage

InChI:InChI=1/C15H15NO2/c17-14-10-13(16-8-4-1-5-9-16)15(18)12-7-3-2-6-11(12)14/h2-3,6-7,10H,1,4-5,8-9H2

Upstream product

• 110-89-4 piperidine 
• 130-15-4 [1,4]naphthoquinone 
• 2213-43-6 1-Aminopiperidine 
• 58-27-5 menadione 

Relevant academic research and scientific papers

Gold(III)-catalyzed 1,4-nucleophilic addition: Facile approach to prepare 2-amino-1,4-naphthalenedione and 6-amino-5,8-quinolinedione derivatives

An efficient approach is developed to prepare different 2-amino-1,4-naphthalenedione and 6-amino-5,8-quinolinedione derivatives regioselectively by Au(III)-catalyzed 1,4-nucleophilic addition and subsequent oxidation. A wide variety of primary, secondary, and aromatic amines, as well as allylamine and 2-butynylamine are well tolerated under the mild conditions to give products in moderate to good yields. Georg Thieme Verlag Stuttgart.

Facile synthesis of 2-amino-1,4-naphthoquinones catalyzed by molecular iodine under ultrasonic irradiation

The conjugate addition reactions of amines with 1,4-naphthoquinone were catalyzed efficiently by molecular iodine under ultrasonic irradiation to afford 2-amino-1,4-naphthoquinones in moderate to excellent yields. Copyright Taylor & Francis Group, LLC.

Synthesis and pharmacological studies of some 2-t-amino and 2,3-di-t-amino substituted 1,4-naphthoquinones and related compounds

Series of 2-t-amino and 2,3-di-t-amino substituted -1,4-naphthoquinones have been synthesised from corresponding 1,4-naphthoquinones by reaction with secondary amines. The compounds have been evaluated for their broad spectrum antimicrobial, antiviral and

Photo-oxidation of 2-methylamino-3-(1-piperidinylmethyl)-1,4-naphthoquinone

2-Methylamino-3-(1-piperidinylmethyl)-1,4 (7) was prepared via several steps from 2-methyl-1,4-naphthoquinone (vitamin K3 3). The quinone (7) was photochemically oxidized to 2-methylamino-3-(1-piperidinylcarbonyl)-1,3-naphthoquinone (8) and/or 2-alkoxycarbonyl-3-methylamino-1,4-naphthoquinone (9), depending on the solvent used.

CONDENSATION INDOLE/NAPHTHOQUINONE. SYNTHESE D'UNE NOUVELLE SERIE D'INDOLYL-1,4-NAPHTHOQUINONES

Addition of an indole, which does not have a group at the 3-position, to 1,4-naphthoquinone leads to the expected 2-(3-indolyl)-1,4-naphthoquinone.When the 1,4-naphthoquinone is substituted at the 2-position by an alkyl or aryl group, the 2-substituted 3-(3-indolyl)-1,4-naphthoquinone is easily formed.However, when the 2-substituent of the quinone is functional (OH, OMe, Cl, Br, NC5H10, S-C6H5), in addition to the new series of expected indolylnaphthoquinones, several by-products resulting from elimination of the 2-substituted and/or further reaction of these compounds are formed.The outcome at the reaction appears to be very sensitive to the experimental conditions.

Synthesis of Hydroxylated Binaphthoquinones via Amine/Hydroxyl Exchange - On the Reaction of 2,2'-Binaphthyl-1,4;1',4'-diquinones with Piperidine

Bis-aminadducts 9a/10a, formed by reaction of piperidine with dimeric naphthoquinones of type 2, cyclize under acidic conditions yielding linear binaphthofuran-5,13;7,12-diquinones 11.The latter are hydrolyzed easily, forming 3,3'-dihydroxylated 2,2'-binaphthoquinones (1) in good yield. - Keywords: Binaphthoquinone, Bijuglone, Hydroxylation