Electrosynthesis of Quinoxalines via Intermolecular Cyclization/Dehydrogenation of Ketones with o-Phenylenediamines DOI Creative Commons
Lei Liu, Tao Yi, Jiahui Zhang

и другие.

Synlett, Год журнала: 2024, Номер unknown

Опубликована: Июнь 5, 2024

Abstract In this study, we proposed a novel electrochemical dehydrogenative synthetic method for preparing 2-substituted quinoxalines by intermolecular cyclization of aryl alkyl ketones and o-phenylenediamines. This gave various in yields ranging from 35% to 71%. protocol employs mild reaction conditions offers moderate excellent yields, wide substrate scope, broad functional-group compatibility. Furthermore, late-stage functionalization the scope demonstrated utility protocol.

Язык: Английский

Synthesis of P-stereogenic cyclicphosphinic amidesviaelectrochemically enabled cobalt-catalyzed enantioselective C–H annulation DOI
Tao Liu,

Wangqin Zhang,

Chao Xu

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(9), С. 3606 - 3614

Опубликована: Янв. 1, 2023

We describe a cobalta-electro-catalyzed enantioselective C–H annulation of arylphosphinamides with alkynes for P-stereogenic compounds via desymmetrization and kinetic resolution processes.

Язык: Английский

Процитировано

40

Electrophotocatalytic tri- or difluoromethylative cyclization of alkenes DOI
Danna Chen,

Xuege Yang,

Dongyin Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(10), С. 2482 - 2490

Опубликована: Янв. 1, 2023

Photoelectrocatalysis is mild yet potent and this work unlocks the potential of unactivated alkenes for oxidant-free oxidative cyclization alkenes.

Язык: Английский

Процитировано

34

Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates DOI

Minglin Tao,

Feng Qin,

Kaixing Gong

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(7), С. 4199 - 4208

Опубликована: Янв. 1, 2024

A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.

Язык: Английский

Процитировано

15

Synthesis of Non-C2-Symmetric Biaryldiols via Organo-Electro Catalyzed Aryl–Aryl Dehydrogenative Cross-Coupling DOI
Dingguo Song, Weiwei Huang, Wenji Zhang

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер 147(9), С. 7524 - 7532

Опубликована: Фев. 19, 2025

Despite a few successful examples, controlling the enantioselectivity in asymmetric synthesis of non-C2-symmetric biaryldiols has long been challenging. To address issues and regioselectivity, we introduced novel organoelectrocatalytic strategy enabling aryl-aryl dehydrogenative cross-coupling reactions. Using this approach, valuable were obtained up to 95% yields 97% enantiomeric excesses (ees), these compounds could be further applied as versatile ligands Detailed mechanistic studies supported sequential diradical followed by central-to-axial chirality conversion pathway.

Язык: Английский

Процитировано

1

Organic photoredox catalytic radical sulfonamidation/cyclization of unactivated alkenes towards polycyclic quinazolinones DOI
Changduo Pan, Dongdong Chen,

Yuefeng Chen

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(22), С. 6290 - 6294

Опубликована: Янв. 1, 2022

The synthesis of sulfonamidylated polycyclic quinazolinones was developed via visible-light-induced radical sulfonamidation/cyclization unactivated alkenes using 4CzIPN as the photocatalyst.

Язык: Английский

Процитировано

31

Metal-Free Photoinduced Hydrocyclization of Unactivated Alkenes toward Ring-Fused Quinazolin-4(3H)-ones via Intermolecular Hydrogen Atom Transfer DOI

Zixian Yang,

Xian Wu,

Jie Zhang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(10), С. 1683 - 1688

Опубликована: Март 8, 2023

A visible-light-induced hydrocyclization of unactivated alkenes was developed using 3CzClIPN as the photocatalyst to generate substituted α-methyldeoxyvasicinones and α-methylmackinazolinones in moderate good yields. An intermolecular hydrogen atom transfer with THF source involved. Mechanism studies indicated that intramolecular addition situ formed aminal radical alkene generated polycyclic quinazolinone.

Язык: Английский

Процитировано

23

Radical Cascade Cyclization of Alkene‐Tethered Compounds: Versatile Approach towards Ring‐Fused Polycyclic Structures DOI
Han Liu, Lei Wang, Jin‐Tao Yu

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)

Опубликована: Апрель 8, 2023

Abstract Ring‐fused polycyclic structures widely exist in a myriad of natural products and pharmaceutical molecules. Consequently, the construction such from readily available substrates becomes an important researching topic organic synthesis. Triggered by addition radicals to (activated or unactivated) double bonds alkenes, subsequent intramolecular addition/cyclization leads compounds. Following this procedure, variety functionalized ring‐fused were formed. Great achievements have been witnessed recently. Those works provided efficient, atom economy, operational simple approaches toward versatile alkene‐based substrates. Here, we summarized recent on formation via radical‐triggered cascade reactions alkenes. Construction with no less than 3 fused rings developed during last decade included Review, corresponding mechanisms also discussed.

Язык: Английский

Процитировано

23

Mediator-free electrochemical trifluoromethylation: a cascade approach for the synthesis of trifluoromethylated isoxazolines DOI
Kingshuk Mahanty, Suman Kumar Saha, Atreyee Halder

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(30), С. 4467 - 4470

Опубликована: Янв. 1, 2023

The developed methodology describes an environmentally benign protocol for electro-oxidative CF3-radical generation, followed by cascade cyclization fabricating isoxazoline scaffold from a β,γ-unsaturated oxime. Consecutive C-O and C-C bond formations were achieved through this method featuring mild, robust, scalable reaction conditions broad substrate scope. Mechanistic studies revealed the necessity of anodic oxidation process. Further conversion afforded other valuable derivatives.

Язык: Английский

Процитировано

18

Electrochemical Multicomponent Cascade Radical Process Enabling Synthesis of Iodomethyl Spiropyrrolidinyl‐Oxindoles DOI

Jingrui He,

Haibo Mei, Jorge Escorihuela

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(15), С. 1691 - 1698

Опубликована: Март 19, 2024

Comprehensive Summary A novel electrochemical multicomponent cascade reaction of indole‐tethered alkenes with CF 3 SO 2 Na and n ‐Bu 4 NI has been developed, which enables the rapid assembly spiropyrrolidinyl‐oxindoles in good yields. The experimental results DFT calculations suggest that this proceeds through oxidation Na, radical coupling alkene, spirocyclization, sulfinate, iodide substitution, water coupling. This strategy features mild conditions, easy‐to‐handle reactants, chemical finding not only enriches research contents but also provides a green for construction compared existing methodologies.

Язык: Английский

Процитировано

9

Recent advances in the application of Langlois’ reagent in olefin difunctionalization DOI
Jiabin Shen, Lin Li, Jun Xu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 21(10), С. 2046 - 2058

Опубликована: Ноя. 18, 2022

This review describes several key activation methods for Langlois' reagent in the difunctionalization of alkenes and could stimulate interest readers promoting wider development application reagent.

Язык: Английский

Процитировано

27