Direct C3 Alkoxylation of Quinoxalin-2(1H)-ones with Alcohols via Cross-Dehydrogenative Coupling under Catalyst-Free Conditions DOI
Qiming Yang,

Xulin Han,

Jiquan Zhao

и другие.

The Journal of Organic Chemistry, Год журнала: 2019, Номер 84(18), С. 11417 - 11424

Опубликована: Авг. 16, 2019

A facile and effective alkoxylation protocol of quinoxalin-2(1H)-ones with primary or secondary alcohols via cross-dehydrogenative coupling under catalyst-free conditions has been disclosed. This method provides a powerful convenient access to 3-alkoxylquinoxalin-2(1H)-ones in good excellent yields by utilizing PhI(OTFA)2 as an oxidant allows easily obtain potential drug molecules containing 3-alkoxylquinoxalin-2(1H)-one skeletons.

Язык: Английский

Recent advances in the direct functionalization of quinoxalin-2(1H)-ones DOI

Qiumin Ke,

Guobing Yan, Jian Yu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2019, Номер 17(24), С. 5863 - 5881

Опубликована: Янв. 1, 2019

The direct C3-functionalization of quinoxalin-2(1H)-ones via C–H bond activation has recently attracted considerable attention, due to their diverse biological activities and chemical properties.

Язык: Английский

Процитировано

188

Photoinitiated Three-Component α-Perfluoroalkyl-β-heteroarylation of Unactivated Alkenes via Electron Catalysis DOI Creative Commons
Danqing Zheng, Armido Studer

Organic Letters, Год журнала: 2018, Номер 21(1), С. 325 - 329

Опубликована: Дек. 21, 2018

A visible-light-initiated α-perfluoroalkyl-β-heteroarylation of various alkenes with perfluoroalkyl iodides and quinoxalin-2(1H)-ones is presented. This three-component radical cascade reaction allows an efficient synthesis a range containing quinoxalin-2(1H)-one derivatives in moderate to excellent yields under mild conditions. Reactions proceed via acidic aminyl radicals that are readily deprotonated give the corresponding anions able sustain chain as single electron transfer reducing reagents. Hence, overall classifies electron-catalyzed process.

Язык: Английский

Процитировано

154

Transition-Metal and Solvent-Free Oxidative C–H Fluoroalkoxylation of Quinoxalinones with Fluoroalkyl Alcohols DOI
Jun Xu,

Huiyong Yang,

Heng Cai

и другие.

Organic Letters, Год журнала: 2019, Номер 21(12), С. 4698 - 4702

Опубликована: Июнь 6, 2019

The first example of oxidative C–H fluoroalkoxylation quinoxalinones with fluoroalkyl alcohols under transition-metal and solvent-free conditions is described. This approach provides the synthesis fluoroalkoxylated quinoxaline derivatives good to excellent yields mild reactions conditions. method can also be extended facile efficient histamine-4 receptor.

Язык: Английский

Процитировано

129

Aryl acyl peroxides for visible-light induced decarboxylative arylation of quinoxalin-2(1H)-ones under additive-, metal catalyst-, and external photosensitizer-free and ambient conditions DOI
Long‐Yong Xie, Sha Peng, Lihua Yang

и другие.

Green Chemistry, Год журнала: 2020, Номер 23(1), С. 374 - 378

Опубликована: Окт. 23, 2020

Aryl radicals were generated for the first time from aryl acyl peroxides in ethyl acetate under ambient conditions and visible-light illumination absence of any additive, metal catalyst, or external photosensitizer.

Язык: Английский

Процитировано

121

Visible-light-promoted acridine red catalyzed aerobic oxidative decarboxylative acylation of α-oxo-carboxylic acids with quinoxalin-2(1H)-ones DOI

Pengli Bao,

Fei Liu,

Yufen Lv

и другие.

Organic Chemistry Frontiers, Год журнала: 2020, Номер 7(3), С. 492 - 498

Опубликована: Янв. 1, 2020

Visible-light-mediated procedure has been developed for the synthesis of 3-acyl quinoxalin-2(1H)-ones through acridine red catalyzed decarboxylative acylation α-oxo-carboxylic acids with quinoxalin-2(1H)-ones.

Язык: Английский

Процитировано

118

Direct C–H sulfenylation of quinoxalinones with thiols under visible-light-induced photocatalyst-free conditions DOI

Qing‐Hu Teng,

Yan Yao,

Wen-Xiu Wei

и другие.

Green Chemistry, Год журнала: 2019, Номер 21(23), С. 6241 - 6245

Опубликована: Янв. 1, 2019

We have developed a metal-free and catalyst-free visible-light-promoted direct C–H sulfenylation of quinoxalin-2(1H)-ones with thiols for the synthesis diverse 3-sulfenylquinoxalin-2(1H)-ones.

Язык: Английский

Процитировано

111

Transition-metal-free decarboxylative C3-difluoroarylmethylation of quinoxalin-2(1H)-ones with α,α-difluoroarylacetic acids DOI

Hong Guangfeng,

Jinwei Yuan, Jun‐Hao Fu

и другие.

Organic Chemistry Frontiers, Год журнала: 2019, Номер 6(8), С. 1173 - 1182

Опубликована: Янв. 1, 2019

A facile and efficient transition-metal-free decarboxylative radical coupling reaction of α,α-difluoroarylacetic acids with quinoxalin-2(1H)-ones has been developed under mild conditions.

Язык: Английский

Процитировано

105

Visible Light‐Induced Photocatalytic C−H Perfluoroalkylation of Quinoxalinones under Aerobic Oxidation Condition DOI

Zhenjiang Wei,

Sijia Qi,

Yanhao Xu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(23), С. 5490 - 5498

Опубликована: Сен. 16, 2019

Abstract An efficient approach using a photocatalytic strategy for C−H perfluoroalkylation of quinoxalinones under aerobic oxidation condition has been developed. Such transformation employs readily available sodium perfluoroalkanesulfinates as reagents and demonstrates good functional group compatibility, affording corresponding products in moderate to yields. Compared with previous procedures, this protocol uses oxygen oxidant, avoids the use external additive. A radical mechanism is involved reaction. magnified image

Язык: Английский

Процитировано

97

Covalent Organic Frameworks: A Sustainable Photocatalyst toward Visible‐Light‐Accelerated C3 Arylation and Alkylation of Quinoxalin‐2(1H)‐ones DOI
Miao Tian, Shuyang Liu,

Xiubin Bu

и другие.

Chemistry - A European Journal, Год журнала: 2019, Номер 26(2), С. 369 - 373

Опубликована: Окт. 9, 2019

A practical and scalable protocol for visible-light-accelerated arylation alkylation of quinoxalin-2(1H)-ones with hydrazines is reported. In this protocol, a hydrazone-based two-dimensional covalent organic frameworks (2D-COF-1) was employed as the heterogeneous photocatalyst (PC). Due to its excellent photocatalytic properties, good chemical stability nature, present method exhibits high efficiency, functional group tolerance, easy scalability remarkable catalyst reusability. More importantly, it provides an alternative way that allows rapid access various C3 arylated or alkylated in greener sustainable manner.

Язык: Английский

Процитировано

95

Electrochemical Dehydrogenative Cross‐Coupling of Quinoxalin‐2(1H)‐ones with Amines for the Synthesis of 3‐Aminoquinoxalinones DOI

Ke‐Jing Li,

Kun Xu,

Yong‐Guo Liu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2018, Номер 361(5), С. 1033 - 1041

Опубликована: Окт. 22, 2018

Abstract An efficient protocol for the synthesis of 3‐aminoquinoxalinones via electrochemical dehydrogenative C‐3 amination quinoxalin‐2(1 H )‐ones was developed. With aliphatic amines and azoles as nitrogen sources, a series obtained in up to 99% yield. This direct electrolytic method avoids use transition metals external oxidants, represents an appealing alternative 3‐aminoquinoxalinones. magnified image

Язык: Английский

Процитировано

92