Transition‐metal‐free Cyclization of Mucohalic Acids with Sulfonyl Hydrazides: An Approach to Pyridazin‐3(2H)‐ones DOI
Qi Chen, Huanqing Li, Kai Yang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(11)

Опубликована: Сен. 18, 2023

Abstract An eco‐friendly and efficient synthesis of pyridazin‐3(2 H )‐ones from aromatic sulfonyl hydrazides mucohalic acids has been developed. This facile strategy is carried out smoothly via the promotion simple organic acid p ‐toluenesulfonic acid, able to form two C−N bonds a heterocycle linking potentially bioactive group at one‐step. The protocol tolerant various readily available substrates in good yields, as desired products are key structural fragments many compounds. More importantly, gram‐scale cyclization reaction novel approach derivatives successfully reveals its practicability.

Язык: Английский

Electrochemically Driven Selective Removal of the S═N Bond-Directing Group Using Cyclohexanone Oxime as the Mediator DOI
Zhicheng Xiong, Hongsheng Nie, Shuai Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4334 - 4344

Опубликована: Март 16, 2023

An inexpensive electrochemical induction system was used for the efficient reductive defunctionalization of sulfoximines through a radical pathway. This practical and robust strategy could be removal S═N bond-directing group from various sulfoximines. The practicability this method demonstrated by its mild conditions, simple operation, one-pot procedure, gram-scale synthesis, undivided cell. Furthermore, preliminary mechanistic studies suggested that reaction might proceed via homocoupling denitrification procedure.

Язык: Английский

Процитировано

6

SO42− ions as a nucleophilic reagent: straightforward electrochemical access to organosulfates DOI
Chen Li, Zhuo Chen,

Xue-Yang Guo

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(81), С. 12164 - 12167

Опубликована: Янв. 1, 2023

An electrooxidation direct difunctionalization of alkynes with sulfonyl hydrazides has been developed for the construction alkenyl sulfates in absence metal catalysts and a stoichiometric amount oxidants. Notably, it is first example to verify that SO42- ions can act as nucleophilic reagent preparation organosulfates.

Язык: Английский

Процитировано

5

Cu-catalyzed decarboxylative annulation of proline derivatives: multi-component synthesis of functionalized chromeno[2,3-c]-pyrrol-9(1H)-one derivatives DOI
Li Chen,

Jin-Mei Qi,

Shu Shu Yang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(12), С. 2994 - 2999

Опубликована: Янв. 1, 2023

This strategy involved an unprecedented cascade reaction for the synthesis of CMPOs 3 and 3′ via cleavage two bonds formation three in a single step.

Язык: Английский

Процитировано

3

Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving ortho-azidobenzaldehydes and β-ketosulfonamides and sulfones DOI Creative Commons
Ksenia Malkova, Andrey Bubyrev,

Stanislav Kalinin

и другие.

Beilstein Journal of Organic Chemistry, Год журнала: 2023, Номер 19, С. 800 - 807

Опубликована: Июнь 9, 2023

Quinoline-based sulfonyl derivatives, and especially sulfonamides, are relevant promising structures for drug design. We have developed a new convenient protocol the synthesis of 3-sulfonyl-substituted quinolines (sulfonamides sulfones). The approach is based on Knoevenagel condensation/aza-Wittig reaction cascade involving o-azidobenzaldehydes ketosulfonamides or ketosulfones as key building blocks. appropriate both ketosulfonyl reagents α-sulfonyl-substituted alkyl acetates providing target quinoline derivatives in good to excellent yields.

Язык: Английский

Процитировано

3

Photoredox radical cyclization reaction of o-vinylaryl isocyanides with acyl chlorides to access 2,4-disubstituted quinolines DOI
Peng‐Fei Huang,

Jia-Le Fu,

Jia-Jing Huang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 22(3), С. 513 - 520

Опубликована: Дек. 18, 2023

A photoredox radical cascade cyclization reaction for the effective construction of 2,4-disubstituted quinolines at room temperature is described. It shows good substrate suitability and functional group compatibility.

Язык: Английский

Процитировано

3

An electrochemical multicomponent cascade annulation and functionalization reaction to enable C(sp3)–H trifluoromethylation DOI

Yuxin Ding,

Hao Zhang,

Dingyuan Lou

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(6), С. 1662 - 1667

Опубликована: Дек. 22, 2023

Herein, we describe a novel electrochemistry facilitated one-pot multicomponent cascade annulation and bi-functionalization reaction that enables the efficient synthesis of highly functionalized 3,4-dihydroquinazolinones, realising indirect C(sp 3 )–H trifluoromethylation aromatic ketones.

Язык: Английский

Процитировано

2

Electrochemical C-H Thiocyanation of Bodipys: Two Birds with One Stone of Kscn DOI
Kui Liu,

Jiaxiu Liu,

Shi-Jie Bo

и другие.

Опубликована: Янв. 1, 2024

Download This Paper Open PDF in Browser Add to My Library Share: Permalink Using these links will ensure access this page indefinitely Copy URL DOI

Язык: Английский

Процитировано

0

Electrochemical C-H thiocyanation of BODIPYs: two birds with one stone of KSCN DOI Creative Commons
Kui Liu,

Jiaxiu Liu,

Shi-Jie Bo

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 1, 2024

Язык: Английский

Процитировано

0

Electrochemically Driven α,β-Dehydrogenation of Flavanones, Azaflavanones, and Thioflavanones DOI

Mei‐Jin Mou,

Ming‐Zhong Guo,

Quanxin Li

и другие.

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9547 - 9552

Опубликована: Окт. 25, 2024

α,β-Dehydrogenation of flavanones represents an ideal strategy to synthesize various flavones but remains challenging because the requirements for rigorous conditions. Herein, a straightforward and efficient route synthesis via electrocatalysis is disclosed. This electro-oxidative approach shows broad substrate scope, including azaflavanones thioflavanones, which could be performed in undivided cell without removal air or water absence metal catalysts, ligands, external oxidants. Moreover, combination cyclic voltammetry, square wave voltammetry experiments, density functional theory (DFT) calculations revealed plausible mechanism.

Язык: Английский

Процитировано

0

Transition‐metal‐free Cyclization of Mucohalic Acids with Sulfonyl Hydrazides: An Approach to Pyridazin‐3(2H)‐ones DOI
Qi Chen, Huanqing Li, Kai Yang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(11)

Опубликована: Сен. 18, 2023

Abstract An eco‐friendly and efficient synthesis of pyridazin‐3(2 H )‐ones from aromatic sulfonyl hydrazides mucohalic acids has been developed. This facile strategy is carried out smoothly via the promotion simple organic acid p ‐toluenesulfonic acid, able to form two C−N bonds a heterocycle linking potentially bioactive group at one‐step. The protocol tolerant various readily available substrates in good yields, as desired products are key structural fragments many compounds. More importantly, gram‐scale cyclization reaction novel approach derivatives successfully reveals its practicability.

Язык: Английский

Процитировано

0