- Photoredox-Catalyzed Redox-Neutral Minisci C?H Formylation of N-Heteroarenes
-
We report a protocol for redox-neutral Minisci C?H formylation of N-heteroarenes using 1,3-dioxoisoindolin-2-yl 2,2-diethoxyacetate as a formyl equivalent at room temperature. This scalable benchtop protocol offers a distinct advantage over traditional reductive carbonylation and Minisci C?H formylation methods in not requiring the use of carbon monoxide, pressurized gas, a stoichiometric reductant, or a stoichiometric oxidant. (Figure presented.).
- Dong, Jianyang,Wang, Xiaochen,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
-
-
Read Online
- Parallel synthesis of aldehydes and ketone facilitated by a new solid- phase Weinreb amide
-
This paper describes a novel supported Weinreb amide resin that facilitates parallel synthesis of aldehydes and ketones on a scale useful for chemical library synthesis. This new resin makes it possible to produce custom aldehydes and ketones from a wide range of carboxylic acids, including N-BOC-amino acids. A variety of commercially unavailable aldehydes are easily synthesized in parallel and obtained in high purity via a simple filtration workup, thus facilitating parallel synthesis of lead optimization libraries that typically require custom synthesis of aldehyde intermediates for development of structure-activity relationships. To demonstrate the utility of this method, we synthesized a small library based on a supported Horner- Emmons reagent. This is the first time it has been shown that aldehydes generated via a supported Weinreb amide could be used directly as reagents in chemical library synthesis employing moisture-sensitive reactions. The analogous solution reaction is not suited for parallel synthesis because of the laborious extractive workup procedure necessary and, at times, the instability of these reactive intermediates.
- Salvino, Joseph M.,Mervic, Miljenko,Mason, Helen J.,Kiesow, Terence,Teager, David,Airey, John,Labaudiniere, Richard
-
-
Read Online
- Transition-Metal-Free Oxidation of Benzylic C-H Bonds of Six-Membered N-Heteroaromatic Compounds
-
A novel oxidation of benzylic C-H bonds for the synthesis of diverse six-membered N-heteroaromatic aldehydes and ketones has been developed. The obvious advantages of this approach are the simple operation, mild reaction conditions, and without use of toxic reagent and transition metal. The present method should provide a useful access for the synthesis and modification of N-heterocycles.
- Gao, Xianying,Han, Shuaijun,Zheng, Maolin,Liang, Apeng,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie,Li, Jingya
-
p. 4040 - 4049
(2019/04/30)
-
- Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite
-
A new and concise protocol for selective reduction of N,N-dimethylamides into aldehydes was established using sodium hydride (NaH) in the presence of sodium iodide (NaI) under mild reaction conditions. The present protocol with the NaH-NaI composite allows for reduction of not only aromatic and heteroaromatic but also aliphatic N,N-dimethylamides with wide substituent compatibility. Retention of α-chirality in the reduction of α-enantioriched amides was accomplished. Use of sodium deuteride (NaD) offers a new step-economical alternative to prepare deuterated aldehydes with high deuterium incorporation rate. The NaH-NaI composite exhibits unique chemoselectivity for reduction of N,N-dimethylamides over ketones.
- Chan, Guo Hao,Ong, Derek Yiren,Yen, Zhihao,Chiba, Shunsuke
-
-
- COMPOUNDS FOR TREATMENT OF GLIOBLASTOMA
-
The present invention relates to compounds and methods for the treatment of glioblastoma, as well as to a pharmaceutical composition comprising said compounds. More specifically the invention relates to substituted quinoline derivatives having the formula (I), (II) or (III), and a pharmaceutical composition comprising said compounds for the treatment of cancer. (Formulae (I), (II), (III))
- -
-
Paragraph 00330-00331; 00342-00345
(2018/09/08)
-
- QUINOLINES DERIVATIVES AS NOVEL ANTICANCER AGENTS
-
The invention provides quinoline derivatives, their manufacture, pharmaceutical compositions containing them, and their use as medicaments. The active compounds of the present invention are useful for the treatment of proliferative neoplastic and nonneoplastic diseases.
- -
-
-
- Process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and αβ-unsaturated carboxylic acid and aldehyde compounds
-
This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and α,β-unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.
- -
-
-
- A facile synthesis of some new 3H-pyrrolo[2,3-c]quinoline derivatives from 4-formylquinolines
-
A number of ethyl 3H-pyrrolo[2,3-c]quinoline-2-carboxylates have been prepared directly by condensation of ethyl azidoacetate with 4-formylquinolines, available from o-(1-methylethenyl)aniline by sequential treatment with acid chlorides, phosphorus oxychl
- Molina,Alajarin,Sanchez-Andrada
-
p. 225 - 228
(2007/10/02)
-
- The Role of Exciplexes in the Photoreduction of Quinolinemethanols
-
The photoreduction of a family of quinolinemethanols has been examined both in the presence and absence of exciplex-forming additives.Photoreduction of the alcohol group and cleavage of the side chain occurs on direct photolysis.However, irradiation with triethylamine led to predominant cleavage of the side chain while irradiation with 1,3-dicyanobenzene predominantly led to photoreduction of the alcohol functionality.A variety of other experiments supported the involvement of exciplexes in these transformations.
- Epling, Gary A.,Lin, Kuei-Ying,Kumar, Anil
-
p. 425 - 429
(2007/10/02)
-