Convenient synthesis of benzothiazoles and benzimidazoles through Brønsted acid catalyzed cyclization of 2-amino thiophenols/anilines with β-diketones

MS Mayo, X Yu, X Zhou, X Feng, Y Yamamoto…

Index: Organic Letters, , vol. 16, # 3 p. 764 - 767

Full Text: HTML

Citation Number: 41

Abstract

... Volume: Page: Digital Object Identifier (DOI). ... Organic Letters. ... Reaction conditions: 2-amino aniline (4, 0.5 mmol), β-diketone (2, 0.75 mmol), and TsOH·H 2 O (5 mol %, 4.755 mg) in CH 3 CN (4 mL) at 80 °C for 16 h. Table b Isolated yield. ...

 Related Synthetic Route
1,2-Diamino-4-nitrobenzene Structure

99-56-9

1,2-Diamino-4-n...

2,4-Pentandione Structure

123-54-6

2,4-Pentandione

~77%

2-Methyl-5-nitro-1H-benzo[d]imidazole Structure

1792-40-1

2-Methyl-5-nitr...

2,4-Pentandione Structure

123-54-6

2,4-Pentandione

2-Amino-4-chlorothiophenol Structure

1004-00-8

2-Amino-4-chlor...

~88%

2-metyl-5-chloro-benzothiazole Structure

1006-99-1

2-metyl-5-chlor...

4-((2-mercaptophenyl)imino)pentan-2-one Structure

28788-72-9

4-((2-mercaptop...

~91%

2-Methylbenzothiazole Structure

120-75-2

2-Methylbenzoth...

2-Aminothiophenol Structure

137-07-5

2-Aminothiophenol

1-Phenylbutane-1,3-dione Structure

93-91-4

1-Phenylbutane-...

~73%

2-Methylbenzothiazole Structure

120-75-2

2-Methylbenzoth...

2-Aminothiophenol Structure

137-07-5

2-Aminothiophenol

2,4-Pentandione Structure

123-54-6

2,4-Pentandione

~93%

2-Methylbenzothiazole Structure

120-75-2

2-Methylbenzoth...

3,4-Diaminotoluene Structure

496-72-0

3,4-Diaminotoluene

2,4-Pentandione Structure

123-54-6

2,4-Pentandione

~81%

1H-Benzimidazole,2,6-dimethyl- Structure

1792-41-2

1H-Benzimidazol...

1,3-Diphenylpropane-1,3-dione Structure

120-46-7

1,3-Diphenylpro...

2-Aminothiophenol Structure

137-07-5

2-Aminothiophenol

~87%

2-Phenylbenzothiazole Structure

883-93-2

2-Phenylbenzoth...


Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved