Copper-mediated [3 + 2] oxidative cyclization of oxime acetate and its utility in the formal synthesis of fentiazac

Literature Information

Publication Date 2023-12-01
DOI 10.1039/D3OB01882B
Impact Factor 3.876
Authors

Harish B. Musale, Vivek T. Humne


View Original

Abstract

A new protocol for the direct synthesis of 2-aminothiazole has been developed from oxime acetate and readily available sodium thiocyanate using a copper catalyst. The present transformation has good functional group tolerance. Various thiazoles were smoothly synthesized in good to excellent yields. The applicability of the present method has been extended to the formal synthesis of the non-steroidal and anti-inflammatory drug, fentiazac via the Sandmeyer reaction and Suzuki coupling.

Related Literature

Solution-processable Li10GeP2S12 solid electrolyte for a composite electrode in all-solid-state lithium batteries

Genxi Yu, Yaping Wang, Kai Li, Daming Chen, Liguang Qin, Hui Xu, Jian Chen, Wei Zhang, Peigen Zhang, Zhengming Sun

2021-01-25 Paper

DOI: 10.1039/D0SE01669A

Enhanced OER performance of composite Co–Fe-based MOF catalysts via a one-pot ultrasonic-assisted synthetic approach

Fen Li, Jinxia Li, Lihui Zhou, Sheng Dai

2021-01-11 Paper

DOI: 10.1039/D0SE01750G

CoOx electro-catalysts anchored on nitrogen-doped carbon nanotubes for the oxygen evolution reaction

Santosh K. Singh, Kotaro Takeyasu, Bappi Paul, Sachin K. Sharma, Junji Nakamura

2021-01-07 Paper

DOI: 10.1039/D0SE01285H

Phase-controllable polymerized ionic liquids for CO2 fixation into cyclic carbonates

Chaokun Yang, Yanglin Chen, Ye Qu, Jiaxu Zhang, Jianmin Sun

2020-11-23 Paper

DOI: 10.1039/D0SE01293A

Mechanisms of photoredox catalysts: the role of optical spectroscopy

Noufal Kandoth, Javier Pérez Hernández

2021-01-20 Review Article

DOI: 10.1039/D0SE01454K

Simulation of bi-layer cathode materials with experimentally validated parameters to improve ion diffusion and discharge capacity

Ridwanur Chowdhury, Yan Zhao, Xinhua Liu, Nigel Brandon

2021-01-25 Paper

DOI: 10.1039/D0SE01611J

Ultrathin MoS2 wrapped N-doped carbon-coated cobalt nanospheres for OER applications

Ashish Gaur, Parrydeep K. Sachdeva, Rajinder Kumar, Takahiro Maruyama, Chandan Bera, Vivek Bagchi

2020-12-10 Paper

DOI: 10.1039/D0SE01543A

Ferrocene-based porous organic polymer derived N-doped porous carbon/Fe3C nanocrystal hybrids towards high-efficiency ORR for Zn–air batteries

Xia Liu, Xiaoming Liang, Han Lou, Huiru Wang, Hui Li, Shujuan Zhang, Shourong Zhu, Weina Han

2020-12-31 Paper

DOI: 10.1039/D0SE01692F

You might also like

Compound Q&A

What regulatory guidelines apply to 4-Amino-3-bromophenol (CAS: 74440-80-5)?

4-Amino-3-bromophenol (CAS: 74440-80-5) falls under the classification of a haza...

74440-80-54-Amino-3-bromopheno...
Compound Q&A

How should (17beta)-3-Oxoestr-4-en-17-yl acetate (CAS: 1425-10-1) be stored?

(17beta)-3-Oxoestr-4-en-17-yl acetate should be stored in a cool, dry place away...

1425-10-1(17beta)-3-Oxoestr-4...
Compound Q&A

What are the physical and chemical properties of 2-[(2,2-Diethoxyethyl)disulfanyl]-1,1-diethoxyethane (CAS: 76505-71-0)?

2-[(2,2-Diethoxyethyl)disulfanyl]-1,1-diethoxyethane (CAS: 76505-71-0) is a colo...

76505-71-02-[(2,2-Diethoxyethy...
Compound Q&A

What is the market or research trend for 1-(β-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine?

The market and research for 1-(β-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-ami...

6736-58-91-(beta-D-Ribofurano...
Compound Q&A

How should waste containing Conjugated Estrogen (CAS: 12126-59-9) be handled?

Waste containing Conjugated Estrogen (CAS: 12126-59-9) should be collected and d...

12126-59-9Conjugated Estrogen
Compound Q&A

What is the market or research trend for Bis(2,2,2-trifluoroethyl) (methoxycarbonylmethyl)phosphonate?

The market for Bis(2,2,2-trifluoroethyl) (methoxycarbonylmethyl)phosphonate (CAS...

88738-78-7Bis(2,2,2-trifluoroe...
Compound Q&A

Are there alternatives to 3,4'-Di-O-methylellagic acid (CAS: 57499-59-9) in synthesis?

There are several alternatives to 3,4'-Di-O-methylellagic acid (CAS: 57499-59-9)...

57499-59-93,4'-Di-O-methylella...
Compound Q&A

What regulatory guidelines apply to 2-Chloro-N,N-dimethylpyridin-4-amine (CAS: 59047-70-0)?

2-Chloro-N,N-dimethylpyridin-4-amine (CAS: 59047-70-0) is regulated under the Gl...

59047-70-02-Chloro-N,N-dimethy...
Compound Q&A

What is cerium(3+);oxygen(2-);vanadium(5+) (CAS: 13597-19-8)?

Cerium(3+);oxygen(2-);vanadium(5+) (CAS: 13597-19-8) is a complex inorganic comp...

13597-19-8cerium(3+);oxygen(2-...
Compound Q&A

Is 7-Chloro-1-iodoisoquinoline (CAS: 1203579-27-4) safe?

7-Chloro-1-iodoisoquinoline (CAS: 1203579-27-4) is generally considered safe whe...

1203579-27-47-Chloro-1-iodoisoqu...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.