Oxidative C(sp3)−N Cleavage Cascade Cyclization of N‐Uracil Amidines and Tertiaryamines: Switchable Divergent Synthesis of Functionalized Pyrimidouracils and Dihydropyrimidouracils DOI

Longkun Chen,

Mingshuai Zhang,

Zhuoyuan Liu

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(32)

Опубликована: Июль 6, 2023

Abstract The divergent synthesis of dihydropyrimidouracil and pyrimidouracil derivatives from N ‐uracil amidines tertiaryamines by an oxidative C(sp 3 )− cleavage cascade cyclization reaction is first described. This transformation enables the formation new 2 bonds via selection different oxidation conditions. features this method include tunable product selectivity, excellent chemoselectivity, readily available starting materials, broad substrate scope, good tolerance functional groups, moderate to high yields.

Язык: Английский

“Alkene-to-Alkene” Difunctionalization of Enaminones for the Synthesis of Polyfunctionalized Alkenes by Transition-Metal-Free C–H and C–N Bond Transformation DOI

J. Ye,

Yunyun Liu,

Jin Luo

и другие.

Organic Letters, Год журнала: 2023, Номер 25(47), С. 8451 - 8456

Опубликована: Ноя. 16, 2023

The three-component reactions of enaminones, disulfides, and alcohols for the synthesis polyfunctionalized alkenes have been realized via C-H C-N bond transformation on enaminones. proceed in a novel "alkene-to-alkene" difunctionalization mode without using any transition metal. application alkene products divergent sulfenyl heteroaryls, including sulfenylated pyrazoles, pyrimidines, isoxazoles, simple annulation has also verified.

Язык: Английский

Процитировано

29

Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C-H functionalization and chromone annulation of enaminones DOI
Tao Zhou, Jing Zhou, Yunyun Liu

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(11), С. 109683 - 109683

Опубликована: Март 2, 2024

Язык: Английский

Процитировано

16

Silver‐catalyzed Cascade Bis‐heteroannulation Reaction of Enynones and o‐Hydroxyphenyl Enaminones: Access to Highly Functionalized 3‐Furylmethyl Chromones DOI

Mingshuai Zhang,

Meichen Liu,

Yuetong Qiu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2363 - 2369

Опубликована: Март 16, 2024

Abstract A synthetic protocol was developed to synthesize highly functionalized 3‐furylmethyl chromones from enynones and o ‐hydroxyphenyl enaminones via silver‐catalyzed cascade bis‐heteroannulation reaction. This strategy features broad substrate scope good functional group tolerance. Furthermore, the chromone skeleton shows potential application value through further gram‐scale synthesis derivatization.

Язык: Английский

Процитировано

13

Selective synthesis of pyridazin-fused chromones and 3-pyridazinyl chromones through intermolecular chromone annulation of o-hydroxyphenylenaminones with aryldiazonium salts DOI
Siyu Song,

Zhilai Zhang,

Menglin Peng

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(14), С. 3906 - 3912

Опубликована: Янв. 1, 2024

A chemodivergent and skeleton-controllable annulation reactions of readily available o -HPEs aryldiazonium salts was described for the synthesis highly functionalized pyridazine-fused chromones with high antiviral activity higher safety.

Язык: Английский

Процитировано

11

I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations DOI
You Zhou, Li‐Sheng Wang,

Shuang‐Gui Lei

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 36(1), С. 109799 - 109799

Опубликована: Март 20, 2024

Язык: Английский

Процитировано

10

Cascade in Situ Iodination, Chromone Annulation, and Cyanation for Site-Selective Synthesis of 2-Cyanochromones DOI
Yan Lin, Jie‐Ping Wan, Yunyun Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(6), С. 4017 - 4023

Опубликована: Март 2, 2023

A facile cascade reaction for the site selective synthesis of 2-cyanochromones is described. By using simple o-hydroxyphenyl enaminones and potassium ferrocyanide trihydrate (K4[Fe(CN)6]3·3H2O) as starting materials I2/AlCl3 promoters, products are furnished via tandem chromone ring formation C–H cyanation. The in situ 3-iodochromone a formal 1,2-hydrogen atom transfer (HAT) process account unconventional selectivity. In addition, 2-cyanoquinolin-4-one has been realized by employing corresponding 2-aminophenyl enaminone substrate.

Язык: Английский

Процитировано

23

Copper‐Catalyzed Oxidative [1+2+1+2] Cascade Cyclization of N,N‐Dimethyl Enaminones with Benzylamines: A Facile Access to Functionalized 1,4‐Dihydropyridines DOI

Yulin Sun,

Zhangmengjie Chai,

Donghan Liu

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(28)

Опубликована: Фев. 24, 2023

Using benzylamines as the C4 source of 1,4-dihydropyridines (1,4-DHPs), a Cu-catalyzed oxidative [1+2+1+2] cascade cyclization for synthesis 1,4-DHPs was firstly developed. A broad range easily available N,N-dimethyl enaminones and are employed smoothly to provide diverse with high efficiency. This method is performed by one-pot C(sp3 )-H bond functionalization/C(sp3 )-N cleavage/cyclization strategy form simultaneously two )-C(sp2 ) bonds, C(sp2 1,4-DHP ring.

Язык: Английский

Процитировано

20

I2-DMSO mediated dual α,β-C(sp2)–H functionalization/bicyclization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromone derivatives: chromeno[2,3-b]pyrrol-4(1H)-ones DOI

Shuang‐Gui Lei,

You Zhou, Li‐Sheng Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(19), С. 4843 - 4847

Опубликована: Янв. 1, 2023

An unprecedented dual α,β-C(sp 2 )–H functionalization/bicyclization strategy of o -hydroxyphenyl enaminones for the preparation chromeno[2,3- b ]pyrrol-4(1 H )-ones has been established.

Язык: Английский

Процитировано

18

Rh(iii)-catalyzed cascade annulation reaction of N,N-dimethyl enaminones with iodonium ylides to give substituted isocoumarins DOI

Mingshuai Zhang,

Longkun Chen,

Donghan Liu

и другие.

New Journal of Chemistry, Год журнала: 2023, Номер 47(26), С. 12274 - 12278

Опубликована: Янв. 1, 2023

A wide variety of isocoumarin derivatives are easily constructed via a Rh( iii )-catalyzed C–H bond activation/annulation cascade reaction.

Язык: Английский

Процитировано

15

Electrochemical phosphorothiolation and 1,4-S → C phospho-Fries rearrangement: controlled access to phosphorothiolated and mercapto-phosphono substituted indolizines DOI
Xiang Liu, Wenxuan Jiang,

Changfeng Huang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(20), С. 5198 - 5204

Опубликована: Янв. 1, 2023

An unprecedented electrochemically regioselective C–H phosphorothiolation and S- to C-[1,4] phosphonyl migration involving indolizines, elemental sulfur, H-phosphonates in an undivided cell has been developed.

Язык: Английский

Процитировано

15