Zirconium-catalyzed one-pot synthesis of benzoxazoles using reaction of catechols, aldehydes and ammonium acetate DOI Creative Commons

Masoumeh Mohammadi,

Jasem Aboonajmi, Farhad Panahi

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Oct. 29, 2024

In this study, an efficient method for the synthesis of benzoxazoles by coupling catechols, aldehydes and ammonium acetate using ZrCl4 as catalyst in ethanol is reported. A wide range (59 examples) are smoothly produced high yields (up to 97%). Other advantages include large-scale use oxygen oxidant. The mild reaction conditions allowed late-stage functionalization, facilitating access several derivatives with biologically relevant structures such β-lactam quinoline heterocycles.

Language: Английский

Transition Metal-Free Synthesis of 3-Acylquinolines through Formal [4+2] Annulation of Anthranils and Enaminones DOI Open Access

Kai-Ling Zhang,

Jiacheng Yang, Qin Guo

et al.

Catalysts, Journal Year: 2023, Volume and Issue: 13(4), P. 778 - 778

Published: April 20, 2023

A transition metal-free protocol has been developed for the synthesis of 3-acyl quinolines through aza-Michael addition and intramolecular annulation enaminones with anthranils. Both methanesulfonic acid (MSA) NaI play an important role in reaction. This ring-opening/reconstruction strategy features easy operation, high yields, broad substrate scope excellent efficiency.

Language: Английский

Citations

5
One-pot, three-component, iron-catalyzed synthesis of benzimidazolesviadomino C–N bond formation DOI Creative Commons
Jasem Aboonajmi,

Masoumeh Mohammadi,

Farhad Panahi

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(35), P. 24789 - 24794

Published: Jan. 1, 2023

An efficient one-pot, three-component process for the synthesis of benzimidazole derivatives using a catalytic amount Fe(iii) porphyrin has been developed. The reaction proceeds via domino C-N bond formation and cyclization reactions benzo-1,2-quinone, aldehydes ammonium acetate as nitrogen source to selectively produce benzimidazole. A number have synthesized this method in high yields under mild conditions.

Language: Английский

Citations

4
Base-promoted fused β-carboline formation from 2-(1H-indol-3-yl)cyclohexan-1-ones, aldehydes and ammonium salts DOI
Jinjin Chen, Yuxin Zhang, Xinping Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(13), P. 3583 - 3588

Published: Jan. 1, 2024

A novel base-promoted fused β-carboline formation strategy from 2-(1 H -indol-3-yl)cyclohexan-1-ones, aldehydes and ammonium salts has been developed. Ammonium served as nitrogen sources played an important role in selectivity control.

Language: Английский

Citations

1
Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-b]indoles DOI
Bin Tan, Kai Hu, Chao Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

A novel and unique approach for the construction of polysubstituted pyrimido[4,5-

Language: Английский

Citations

0
Zirconium-catalyzed one-pot synthesis of benzoxazoles using reaction of catechols, aldehydes and ammonium acetate DOI Creative Commons

Masoumeh Mohammadi,

Jasem Aboonajmi, Farhad Panahi

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Oct. 29, 2024

In this study, an efficient method for the synthesis of benzoxazoles by coupling catechols, aldehydes and ammonium acetate using ZrCl4 as catalyst in ethanol is reported. A wide range (59 examples) are smoothly produced high yields (up to 97%). Other advantages include large-scale use oxygen oxidant. The mild reaction conditions allowed late-stage functionalization, facilitating access several derivatives with biologically relevant structures such β-lactam quinoline heterocycles.

Language: Английский

Citations

0