Facile synthesis of 1,3,4-oxadiazoles via iodine promoted oxidative annulation of methyl-azaheteroarenes and hydrazides DOI

Zhi‐Hao Shang,

Jina Sun,

Jiang-Shan Guo

et al.

Tetrahedron, Journal Year: 2019, Volume and Issue: 76(6), P. 130887 - 130887

Published: Dec. 24, 2019

Language: Английский

Recent Advances in the Synthesis of Heterocycles via Reactions Involving Elemental Sulfur DOI
Thanh Bình Nguyễn

Advanced Synthesis & Catalysis, Journal Year: 2020, Volume and Issue: 362(17), P. 3448 - 3484

Published: June 18, 2020

Abstract It is well known that heterocycles are among the most significant molecules for everyday life, ranging from natural products and bioactive substances to functional materials. This review will focus on synthesis of by reactions involving elemental sulfur published 2017 until now. magnified image

Language: Английский

Citations

155
Ketones as strategic building blocks for the synthesis of natural product-inspired compounds DOI
Daniel J. Foley, Herbert Waldmann

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(10), P. 4094 - 4120

Published: Jan. 1, 2022

This review explores and summarises synthetic methods that may be used to prepare heterocyclic ring systems from non-activated ketones, considers their potential value towards the synthesis of natural product-inspired compound collections.

Language: Английский

Citations

82
Recent advances in the synthesis of imidazoles DOI Creative Commons
Dmitrii A. Shabalin, J. E. Camp

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(21), P. 3950 - 3964

Published: Jan. 1, 2020

The review highlights the recent advances (2018-present) in regiocontrolled synthesis of substituted imidazoles.

Language: Английский

Citations

92
S8-Catalyzed triple cleavage of bromodifluoro compounds for the assembly of N-containing heterocycles DOI Creative Commons

Shuilin Deng,

Haohua Chen,

Xingxing Ma

et al.

Chemical Science, Journal Year: 2019, Volume and Issue: 10(28), P. 6828 - 6833

Published: Jan. 1, 2019

An unprecedented S8-catalyzed selective triple-cleavage of bromodifluoroacetamides is disclosed for the first time.

Language: Английский

Citations

56
Synthesis of o-Arylenediamines through Elemental Sulfur-Promoted Aerobic Dehydrogenative Aromatization of Cyclohexanones with Arylamines DOI
Zhen Wang,

Xiangui Chen,

Hao Xie

et al.

Organic Letters, Journal Year: 2018, Volume and Issue: 20(17), P. 5470 - 5473

Published: Aug. 21, 2018

Herein, the first elemental sulfur-promoted aerobic dehydrogenative aromatization of cyclohexanones is described that provides novel access to synthetically useful o-arylenediamines. This protocol complements previous palladium- and iodine-catalyzed diarylamine formation from anilines.

Language: Английский

Citations

47
Transition-metal-free selective pyrimidines and pyridines formation from aromatic ketones, aldehydes and ammonium salts DOI
Jinjin Chen,

Huanxin Meng,

Feng Zhang

et al.

Green Chemistry, Journal Year: 2019, Volume and Issue: 21(19), P. 5201 - 5206

Published: Jan. 1, 2019

Pyrimidines and pyridines could be selectively formed from aromatic ketones, aldehydes ammonium salts under transition-metal-free conditions.

Language: Английский

Citations

45
Elemental Sulfur Promoted Cyclization of Aryl Hydrazones and Aryl Isothiocyanates Yielding 2-Imino-1,3,4-thiadiazoles DOI
Tan N. Huynh,

Khanh T. N. Ong,

Phuong Dinh

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3202 - 3210

Published: Feb. 8, 2024

We report a method for using elemental sulfur to facilitate the cyclization of aryl hydrazones and isothiocyanates, affording biorelated 2-imino-1,3,4-thiadiazoles. Reactions progressed in presence sulfur, N-methylmorpholine base, DMSO solvent, while were tolerant wide range functionalities including halogen, nitro, cyano, methylsulfonyl, heterocyclic groups. The appears offer general pathway simple, cheap, stable reagents afford triaryl-substituted 2-imino-1,3,4-thiadiazoles under relatively mild conditions.

Language: Английский

Citations

6
1,2-Diethoxyethane catalyzed oxidative cleavage of gem-disubstituted aromatic alkenes to ketones under minimal solvent conditions DOI

Kai-Jian Liu,

Ji-Hui Deng,

Tang-Yu Zeng

et al.

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 31(7), P. 1868 - 1872

Published: Jan. 17, 2020

Language: Английский

Citations

28
Metal-Free Atom-Economical Synthesis of Tetra-Substituted Imidazoles via Flavin-Iodine Catalyzed Aerobic Cross-Dehydrogenative Coupling of Amidines and Chalcones DOI

Aki Takeda,

Hayaki Okai,

Kyoji Watabe

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(15), P. 10372 - 10376

Published: July 15, 2022

Herein, we demonstrated the oxidative cross-dehydrogenative coupling between amidines and chalcones catalyzed by flavin iodine. The riboflavin-iodine catalytic system played multiple roles in substrate- O2-activation, enabling facile atom-economical synthesis of tetra-substituted imidazoles good yields (60-87%). This metal-free reaction consumed only 1 equiv molecular oxygen generated 2 environmentally benign H2O as byproduct.

Language: Английский

Citations

19
I2-DMSO-Promoted Direct Synthesis of Substituted Imidazoles from Styrenes and Benzylamines under Solvent-Free Conditions DOI
Rambabu Dandela, Swadhapriya Bhukta, Rana Chatterjee

et al.

Synthesis, Journal Year: 2022, Volume and Issue: 55(05), P. 846 - 856

Published: Oct. 12, 2022

Abstract A novel and efficient method has been developed for the direct synthesis of substituted imidazoles through reaction styrenes benzylamines with assistance I2-DMSO concerted system. The reactions proceed efficiently under open air solvent-free conditions to afford a wide variety in good yields. productive large-scale also performed target highly heterocyclic motifs. present protocol offers metal- process, mild conditions, easily accessible reactants, operational simplicity achieve an assembly N-heterocyclic compounds.

Language: Английский

Citations

18