6019-43-8

Upstream product

• 50342-01-3 quinolin-2-ylcarbonyl chloride 
• 100-46-9 benzylamine 
• 4491-33-2 ethyl quinoline-2-carboxylate 
• 612-62-4 2-Chloroquinoline 
• 13939-06-5 molybdenum hexacarbonyl 
• 93-10-7 quinoline-2-carboxylic acid 
• 91-22-5 quinoline 
• 6345-08-0 2-(benzylamino)-2-oxoacetic acid 
• 2005-43-8 2-bromoquinoline 
• 13463-40-6 iron pentacarbonyl 
• 613-53-6 2-tribromomethyl-quinoline 

Downstream Products

• 351900-21-5 benzyl-(quinoline-2-carbonyl)-carbamic acid tert-butyl ester 
• 1443005-42-2 N-(4-chlorobenzoyl)-N-benzylquinoline-2-carboxamide 
• 1610539-75-7 (E)-methyl 2-(2-benzyl-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ylidene)acetate 
• 1610539-83-7 methyl 2-(2-benzyl-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-yl)acetate 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 

Relevant academic research and scientific papers

Silver-catalyzed direct C-H oxidative carbamoylation of quinolines with oxamic acids

A silver-catalyzed efficient and direct C-H carbamoylation of quinolines with oxamic acids to access carbamoylated quinolines has been developed through oxidative decarboxylation reaction. The reaction proceeds smoothly over a broad range of substrates wi

Iron pentacarbonyl in alkoxy- and aminocarbonylation of aromatic halides

We have identified reaction conditions for a Heck-type carbonylation based on [Fe(CO)5]. Preliminary optimization of alkoxycarbonylation on 2-bromonaphthalene defined functioning composition of the reaction mixture which was then applied on a small set of (hetero)aromatic halides. Respective aminocarbonylation of these halides with different amines, including aniline and benzotriazole, was accomplished with reasonable results.

Triphenylphosphine-catalysed amide bond formation between carboxylic acids and amines

Unactivated carboxylic acids and amines undergo organocatalytic Ph 3P/CCl4-mediated amide bond formation by employing in situ reduction of triphenylphosphine oxide to triphenylphosphine in the presence of diethoxymethylsilane and bis(4-nitrophenyl)phosphate. the Partner Organisations 2014.

Synthesis of alkylidene pyrrolo[3,4-b]pyridin-7-one derivatives via Rh III-catalyzed cascade oxidative alkenylation/annulation of picolinamides

A practical RhIII-catalyzed cascade olefination/annulation of picolinamides leading to pyrrolo[3,4-b]pyridines has been developed. The reaction shows wide scope, complete regiocontrol and excellent stereoselectivity. This journal is the Partner Organisations 2014.

Novel method of synthesizing various five membered heterocycles from an aryl tribromomethyl group

Synthesis of five membered heterocycles from an aryl tribromomethyl functional group is discussed. Exposing a tribromomethyl group to subsequent nucleophilic attacks by a 1,2-di-nucleophilic species promotes the cyclization of five membered heterocycles. Such heterocycles as oxadiazoles, thiadiazole, benzimidazole, benzothioazole, and benzoxazole were synthesized in moderate to good yields. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

Zn(OTf)2-promoted chemoselective esterification of hydroxyl group bearing carboxylic acids

Selective esterification of aliphatic and aromatic carboxylic acids with various alcohols is studied using triphenylphosphine, I2, and a catalytic amount of Zn(OTf)2. Use of this catalyst allows the formation of esters at a faster rate with good to excellent yield by activating the in situ generated acyloxyphosphonium ion intermediate. During the esterification process, both their aromatic and aliphatic hydroxyl groups are fully preserved from transesterification. The results show that the bulkiness and the reactivity of this doubly activated intermediate III control the selectivity and the rate of the reaction, respectively. The method is also useful for direct amidation reactions.

Synthesis of imides by palladium-catalyzed C-H functionalization of aldehydes with secondary amides

An efficient palladium-catalyzed C-H functionalization of aldehydes with various N-substituted N-heteroarene-2-carboxamides has been developed for the synthesis of secondary imides. The reaction tolerates various functionalities, such as methoxy, fluoro, chloro, and bromo groups. A tentative radical mechanism for a PdII/PdIV catalytic cycle is proposed. Copyright

Investigating the spectrum of biological activity of substituted quinoline-2-carboxamides and their isosteres

In this study, a series of thirty-five substituted quinoline-2-carboxamides and thirty-three substituted naphthalene-2-carboxamides were prepared and characterized. They were tested for their activity related to the inhibition of photosynthetic electron t

Mo(CO)6-mediated carbamoylation of aryl halides

A simple method for the synthesis of amides has been developed by molybdenum-mediated carbamoylation of aryl halides. Whereas the conventional palladium-catalyzed three-component coupling reaction requires a large excess of gaseous carbon monoxide, the incorporation of carbon monoxide in this Mo-mediated carbamoylation reaction is so efficient that it requires only a slight excess amount of carbon monoxide in the form of its molybdenum complex, Mo(CO)6. The reaction is applicable for the synthesis of a wide variety of not only secondary and tertiary amides but also primary amides by using aqueous ammonia.

Enhancing Reductive Cleavage of Aromatic Carboxamides

(matrix presented) A set of aromatic and especially heteroaromatic N-benzyl carboxamides, derived from naphthalene, pyridine, pyrazine, and quinoline, and the corresponding tert-butyl acylcarbamates have been synthesized and studied by cyclic voltammetry with respect to facilitated reduction. The latter undergo regiospecific cleavage of their C(O)-N bonds under very mild reductive conditions with formation of Boc-protected (benzyl)-amine in most cases in nearly quantitative yields. Examples of preparative cleavage by controlled potential electrolysis, activated aluminum, and NaBH4 are given.