General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides DOI Creative Commons
Roberto del Río‐Rodríguez,

Lorena Fragoso-Jarillo,

Alberto F. Garrido‐Castro

и другие.

Chemical Science, Год журнала: 2022, Номер 13(22), С. 6512 - 6518

Опубликована: Янв. 1, 2022

Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of

Язык: Английский

Electrochemical decarboxylative C3 alkylation of quinoxalin-2(1H)-ones with N-hydroxyphthalimide esters DOI
Kaikai Niu,

Lingyun Song,

Yanke Hao

и другие.

Chemical Communications, Год журнала: 2020, Номер 56(78), С. 11673 - 11676

Опубликована: Янв. 1, 2020

Electrochemical decarboxylative C3 alkylation of a wide range quinoxalin-2(1H)-ones under metal- and additive-free conditions was reported.

Язык: Английский

Процитировано

86

Advances in Electrochemical Decarboxylative Transformation Reactions DOI
Velayudham Ramadoss, Yue Zheng,

Xiaoqing Shao

и другие.

Chemistry - A European Journal, Год журнала: 2020, Номер 27(10), С. 3213 - 3228

Опубликована: Июль 7, 2020

Abstract Owing to their non‐toxic, stable, inexpensive properties, carboxylic acids are considered as environmentally benign alternatives coupling partners in various organic transformations. Electrochemical mediated decarboxylation of acid has emerged a new and efficient methodology for the construction carbon‐carbon or carbon‐heteroatom bonds. Compared with transition‐metal catalysis photoredox catalysis, electro‐organic decarboxylative transformations green sustainable protocol due absence chemical oxidants strong bases. Further, it exhibits good tolerance functional groups. In this Minireview, we summarize recent advances discoveries on electrochemical C−C C−heteroatoms bond formations.

Язык: Английский

Процитировано

76

Reaching the Full Potential of Electroorganic Synthesis by Paired Electrolysis DOI
Wenzhao Zhang,

Nianmin Hong,

Song Lu

и другие.

The Chemical Record, Год журнала: 2021, Номер 21(9), С. 2574 - 2584

Опубликована: Апрель 9, 2021

Abstract Electroorganic synthesis has recently become a rapidly blossoming research area within the organic community. It should be noted that electrochemical reaction is always balanced system with two half‐cell reactions‐oxidation and reduction. Most strategies, however, typically focus on one of sides for desired transformations. Paired electrolysis desirable half reactions running simultaneously, thus maximizing overall margin atom energy economy. Meanwhile, spatial separation between oxidation reduction essential feature electrochemistry, offering unique opportunities development redox‐neutral would otherwise challenging to accomplish in conventional flask setting. This review discusses most recent illustrative examples paired special emphasis sequential convergent processes.

Язык: Английский

Процитировано

66

Recent progress on electrochemical synthesis involving carboxylic acids DOI

Na Chen,

Zenghui Ye, Fengzhi Zhang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2021, Номер 19(25), С. 5501 - 5520

Опубликована: Янв. 1, 2021

Recent progress on sustainable electrochemical synthesis involving carboxylic acids was reviewed.

Язык: Английский

Процитировано

57

Electrochemical C–H Alkylation of Azauracils Using N-(Acyloxy)phthalimides DOI

Rupashri Dash,

Satya Prakash Panda,

Kuldeep Singh Bhati

и другие.

Organic Letters, Год журнала: 2024, Номер 26(34), С. 7227 - 7232

Опубликована: Авг. 20, 2024

We present an electrochemical alkylation of azauracils using N-(acyloxy)phthalimides (NHPI esters) as readily available alkyl radical progenitors under metal- and additive-free conditions. Several are shown to undergo with array NHPI esters (1°, 2°, 3°, sterically congested), providing the desired products in good excellent yields. This operationally simple method is robust, scalable, suitable for both batch flow setups.

Язык: Английский

Процитировано

9

Enantioselective reductive cross-couplings to forge C(sp2)–C(sp3) bonds by merging electrochemistry with nickel catalysis DOI Creative Commons

Yun-Zhao Wang,

Bing Sun, Jianfeng Guo

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Янв. 28, 2025

Abstract Motivated by the inherent benefits of synergistically combining electrochemical methodologies with nickel catalysis, we present here a Ni-catalyzed enantioselective electroreductive cross-coupling benzyl chlorides aryl halides, yielding chiral 1,1-diaryl compounds good to excellent enantioselectivity. This catalytic reaction can not only be applied chlorides/bromides, which are challenging access other means, but also containing silicon groups. Additionally, absence sacrificial anode lays foundation for scalability. The combination cyclic voltammetry analysis electrode potential studies suggests that Ni I species activate halides via oxidative addition and alkyl single electron transfer.

Язык: Английский

Процитировано

1

Photo-Induced Cross-Dehydrogenative Alkylation of Heteroarenes with Alkanes under Aerobic Conditions DOI
Jun Xu,

Heng Cai,

Jiabin Shen

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(24), С. 17816 - 17832

Опубликована: Дек. 7, 2021

We report a Minisci-type cross-dehydrogenative alkylation in an aerobic atmosphere using abundant and inexpensive cerium chloride as photocatalyst air oxidant. This photoreaction exhibits excellent tolerance to functional groups is suitable for both heteroarene alkane substrates under mild conditions, generating the corresponding products moderate-to-good yields. Our method provides alternative approach late-stage functionalization of valuable substrates.

Язык: Английский

Процитировано

52

Recent Advances in C(sp3)–C(sp3) and C(sp3)–C(sp2) Bond Formation through Cathodic Reactions: Reductive and Convergent Paired Electrolyses DOI Creative Commons
Aurélie Claraz, Géraldine Masson

ACS Organic & Inorganic Au, Год журнала: 2021, Номер 2(2), С. 126 - 147

Опубликована: Дек. 22, 2021

The formation of C(sp3)–C(sp3) and C(sp3)–C(sp2) bonds is one the major research goals synthetic chemists. Electrochemistry commonly considered to be an appealing means drive redox reactions in a safe sustainable fashion has been utilized for C–C bond-forming reactions. Compared anodic oxidative methods, which have extensively explored, cathodic processes are much less investigated, whereas it can pave way alternative retrosynthetic disconnections target molecules discovery new transformations. This review provides overview on recent achievements construction via since 2017. It includes electrochemical reductions convergent paired electrolyses.

Язык: Английский

Процитировано

51

Metal-free visible-light-initiated direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins with unactivated alkyl iodides DOI

Jun Sun,

Hua Yang, Bo Zhang

и другие.

Green Chemistry, Год журнала: 2021, Номер 24(2), С. 858 - 863

Опубликована: Дек. 13, 2021

A visible-light-mediated direct C3-alkylation of quinoxalin-2(1 H )-ones and coumarins with unactivated alkyl iodides under metal- external photocatalyst-free conditions is described.

Язык: Английский

Процитировано

46

Visible‐Light‐Promoted Electron Donor‐Acceptor Complex Enabled Decarboxylative Alkylation of Quinoxalin‐2(1H)‐ones and N‐Hydroxyphthalimide Esters with Na2S as a Catalytic Donor DOI

Hai‐Yang Song,

Zhuo‐Tao Zhang,

Hong‐Yu Tan

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(2)

Опубликована: Янв. 11, 2023

Abstract We developed a novel and efficient method for the synthesis of various 3‐alkylated quinoxalin‐2(1 H )‐ones (32 examples, 70%–96% yields) through electron donor‐acceptor complex enabled alkylation with N ‐ hydroxyphthalimide esters as alkyl source Na 2 S catalytic donor under external photocatalyst‐, oxidant‐ additive‐free conditions.

Язык: Английский

Процитировано

22