Visible-Light-Induced Synthesis of 3-Alkyl Chromones under Catalyst- and Additive-Free Conditions DOI
Zhao Wei,

Zhiqin He,

Xiaohui Yang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13634 - 13644

Опубликована: Сен. 8, 2023

Herein, we reported an efficient and facile visible-light-induced 3-alkyl chromone synthesis from easily accessible o-hydroxyaryl enaminones α-diazo esters. In this protocol, excellent yields were obtained with a broad substrate scope at room temperature, tolerating various functional groups. Of note is that eco-friendly methodology features catalyst- additive-free, mild reaction conditions, simple operation procedure, easy scale-up, which affords convenient pathway for the preparation of chromones. Experimental results density theory (DFT) computation analyses confirm participation carbene species active cyclopropane intermediate.

Язык: Английский

Recent advances in visible light-mediated chemical transformations of enaminones DOI
Yu Han,

Liyun Zhou,

Chengyu Wang

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 35(2), С. 108977 - 108977

Опубликована: Авг. 26, 2023

Язык: Английский

Процитировано

64

A Strategy for Accessing Trifluoromethyl Carbinol-Containing Chromones from o-Hydroxyaryl Enaminones and Trifluoroacetaldehyde/Ketone Derivatives DOI
Siyu Pan, Mengshi Song,

Lingling Zuo

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 5586 - 5596

Опубликована: Апрель 6, 2023

Herein, we present a practical strategy for the direct construction of structurally diverse trifluoromethyl carbinol-containing compounds, especially CF3-substituted tertiary alcohol with chromone derivatives from easily available o-hydroxyaryl enaminones and trifluoroacetaldehyde/ketone under metal-free conditions. This reaction features broad substrate scope good yields is scaled up. Notably, one-pot in two-steps obtained products amidines also developed to provide series multi-substituted pyrimidine bearing two unique hydroxyls one containing functional units.

Язык: Английский

Процитировано

54

Visible-light-induced cascade reaction: a sustainable approach towards molecular complexity DOI
Sumit Ghosh, Pranjal Pyne,

Anogh Ghosh

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(8), С. 1591 - 1628

Опубликована: Янв. 1, 2023

Photoredox catalysis has demonstrated rapid evolution in the field of synthetic organic chemistry. On other hand, splendour cascade reactions providing complex molecular architectures renders them a cutting-edge research area. Therefore, merging photocatalysis with synthesis brings out paradigm immense potential. The development photocascade for target molecule particular skeleton and stereochemical framework presents certain challenges but provides robust environmentally benign alternative. This comprehensive review assembles all accomplishments highlights visible-light-induced literature coverage up to October 2022.

Язык: Английский

Процитировано

30

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

Ultrasound-Promoted Synthesis of α-Thiocyanoketones via Enaminone C═C Bond Cleavage and Tunable One-Pot Access to 4-Aryl-2-aminothiazoles DOI
Yunyun Liu, Tao Zhang, Jie‐Ping Wan

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(12), С. 8248 - 8255

Опубликована: Май 26, 2022

Ultrasound has been successfully employed to promote the thiocyanation of C═C bond in enaminones for synthesis α-thiocyanoketones and 2-aminothiazoles. The reactions with ammonium thiocyanate provide ultrasound irradiation at room temperature. More interestingly, simply further heating vessel after ultrasonic leads selective 2-aminothiazoles an unconventional 4-aryl substructure.

Язык: Английский

Процитировано

30

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

Progress in the Study of α-Functionalization of Enaminone DOI Open Access
Ning Liu,

Xiaodan Cuan,

Hui Li

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(2), С. 602 - 602

Опубликована: Янв. 1, 2023

烯胺酮是一类非常重要的有机合成砌块, 具有易获得、储存方便、反应多样性等优点. 更重要的是, 烯胺酮是许 多杂环化合物的重要前体.最近

Язык: Английский

Процитировано

19

Annulation of enaminones with quinonediimides/quinoneimides for selective synthesis of indoles and 2-aminobenzofurans DOI

Zukang Zhong,

Lihua Liao, Yunyun Liu

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(45), С. 6885 - 6888

Опубликована: Янв. 1, 2023

The annulation reactions of enaminones with quinonediimides/quinoneimides for the selective synthesis indoles and 2-aminobenzofurans have been realized. With Zn(II) catalysis, quinonediimides reacted to give via HNMe2-elimination-based aromatization. Fe(III) quinoneimides provided a key dehydrogenative

Язык: Английский

Процитировано

19