Copper-Catalyzed Chemodivergent Synthesis of Oxazoles and Imidazolidones by Selective C–O/C–N Cyclization DOI
Jian Tang,

Fengjie Lu,

Xinyi Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(14), P. 9835 - 9842

Published: July 11, 2023

Efficient synthesis of phenylalanine-derived oxazoles and imidazolidones can be achieved by copper-catalyzed reactions that are controlled directing groups proceed selective C-O or C-N coupling. This strategy employs inexpensive commercial copper catalysts readily available starting materials. It uses a convenient reaction procedure provides reliable approach to the versatile flexible assembly heterocyclic building blocks.

Language: Английский

Recent advances of versatile reagents as controllable building blocks in organic synthesis DOI
Shaomin Chen, Luigi Vaccaro, Yanlong Gu

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(2), P. 109152 - 109152

Published: Sept. 27, 2023

Language: Английский

Citations

7

Palladium-Catalyzed Imidoylation-Triggered [2 + 2 + 1] Cyclization of Internal Alkyne with Isocyanides DOI
Keke Huang, Jin‐Biao Liu, Zhifeng Chen

et al.

Organic Letters, Journal Year: 2020, Volume and Issue: 22(15), P. 5931 - 5935

Published: July 14, 2020

In this work, a palladium-catalyzed [2 + 2 1] cyclization of internal alkynes with double isocyanides is described. This facile procedure efficient for synthesizing various pyrrolo[3,2-c]quinolin-2-amines. The reaction worked well broad scope. the process, it believed that sequential isocyanide insertion, 6-exo-dig alkyne, and addition an imino group are involved.

Language: Английский

Citations

20

Halocyclization of Olefinic 1,3-Dicarbonyls and Olefinic Amides in Aqueous Media Open in Air at Room Temperature DOI
Tingting Cao, Weikang Zhang,

Fu‐Hua Qin

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2020, Volume and Issue: 8(45), P. 16946 - 16951

Published: Nov. 4, 2020

A green and efficient procedure for the preparation of valuable 2,3-dihydrofurans benzoxazines has been achieved through halocyclization olefinic 1,3-dicarbonyls or amides. This protocol could be conducted under catalyst-, base-, oxidant-free conditions in aqueous media open to air at room temperature with good excellent yields. Notably, practicality this method is further highlighted by gram-scale reactions

Language: Английский

Citations

19

Reactions involving aryl methyl ketone and molecular iodine: a powerful tool in the one-pot synthesis of heterocycles DOI
Saideh Rajai‐Daryasarei, Mohammad Hossein Gohari, Narges Mohammadi

et al.

New Journal of Chemistry, Journal Year: 2021, Volume and Issue: 45(44), P. 20486 - 20518

Published: Jan. 1, 2021

The preparation of heterocyclic compounds has attracted great attention in organic chemistry because their extensive application the field bioactive molecules, materials science, and natural products.

Language: Английский

Citations

17

N-Benzylhydroxylamine as a novel synthetic block in “C1N1” embedding reaction via α-C(sp3)–H activation strategy DOI

Yong-Xing Tang,

You Zhou,

Hao-Xuan Wu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(56), P. 7180 - 7183

Published: Jan. 1, 2024

A novel process using N -benzylhydroxylamine hydrochloride as a “C1N1 synthon” in [2+2+1] cyclization for the construction of 1,2,5-trisubstituted imidazoles has been described first time.

Language: Английский

Citations

2

Hydration of terminal alkynes catalyzed by cobalt corrole complex DOI
Jiawei Lai, Zhaoyang Liu, Xiaohong Chen

et al.

Tetrahedron Letters, Journal Year: 2020, Volume and Issue: 61(43), P. 152426 - 152426

Published: Sept. 12, 2020

Language: Английский

Citations

17

I2-Mediated [3 + 2] annulation of methyl-azaarenes with alkyl 2-isocyanoacetates or amino acid ester hydrochlorides: selective synthesis of iodine-functionalized and non-iodine-functionalized fused imidazoles DOI

Yong-Ji Hu,

Yu Zhou, Jingjing Gao

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(5), P. 1403 - 1409

Published: Jan. 1, 2022

An I 2 -mediated [3 + 2] annulation to access fused imidazoles from methyl-azaarenes and alkyl 2-isocyanoacetates was developed. This method can be used for the structural modification of natural products, gram scale reactions further transformations.

Language: Английский

Citations

11

I2-promoted formal [3 + 1 + 1 + 1] cyclization to construct 5-cyano-1H-pyrazolo[3,4-b]pyridine using malononitrile as a C1 synthon DOI

Zhi‐Cheng Yu,

Xi Shen, You Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(23), P. 5958 - 5964

Published: Jan. 1, 2023

A novel [3 + 1 1] cyclization reaction for the synthesis of compounds based on a 5-cyano-1 H -pyrazolo[3,4- b ]pyridine skeleton from aryl methyl ketones, malononitrile and 5-aminopyrazoles has been established.

Language: Английский

Citations

5

Synthesis of Fully Substituted 5-(o-Hydroxybenzoyl)imidazoles via Iodine-Promoted Domino Reaction of Aurones with Amidines DOI

Hui Xu,

Hong Chen, Xiao Hu

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(24), P. 16204 - 16212

Published: Nov. 22, 2022

An iodine-promoted domino reaction of aurones with amidines has been successfully explored. The proceeds in a consecutive manner containing Michael addition, iodination, cyclization from intramolecular nucleophilic substitution, and dehydrogenative aromatization spiro ring opening. Following this novel strategy, variety 1,2,4-trisubstituted 5-(o-hydroxybenzoyl)imidazoles were efficiently synthesized moderate to good yields readily available starting materials. A plausible mechanism proposed.

Language: Английский

Citations

9

Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2 DOI

Yuxin Ding,

Renchao Ma,

Yongmin Ma

et al.

Tetrahedron Letters, Journal Year: 2021, Volume and Issue: 70, P. 153016 - 153016

Published: March 20, 2021

Language: Английский

Citations

11