Single??Step Microwave??Mediated Synthesis of Oxazoles and Thiazoles from 3??Oxetanone: A Synthetic and Computational Study

…, ZA Harrison, M Campbell??Crawford…

Index: Orr, David; Tolfrey, Alexandra; Percy, Jonathan M.; Frieman, Joanna; Harrison, Zoe A.; Campbell-Crawford, Matthew; Patel, Vipulkumar K. Chemistry - A European Journal, 2013 , vol. 19, # 29 p. 9655 - 9662

Full Text: HTML

Citation Number: 5

Abstract

Abstract The direct microwave-mediated condensation between 3-oxetanone and primary amides and thioamides has delivered moderate to good yields of (hydroxymethyl) oxazoles and (hydroxymethyl) thiazoles. The reactions use a sustainable solvent and only require short reaction times. These are highly competitive methods for the construction of two classes of valuable heteroarenes, which bear a useful locus for further elaboration. ...

 Related Synthetic Route
2,2-Dimethylpropanamide Structure

754-10-9

2,2-Dimethylpro...

~85%

2,2,2-Trimethylthioacetamide Structure

630-22-8

2,2,2-Trimethyl...

3-Methoxybenzamide Structure

5813-86-5

3-Methoxybenzamide

~48%

3-Methoxybenzenecarbothioamide Structure

64559-06-4

3-Methoxybenzen...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

Benzamide, 4-bromo- Structure

698-67-9

Benzamide, 4-bromo-

~12%

[2-(4-Bromophenyl)-1,3-oxazol-4-yl]methanol Structure

36841-48-2

[2-(4-Bromophen...

2-Methylbenzamide Structure

527-85-5

2-Methylbenzamide

~66%

2-Methylbenzothioamide Structure

53515-19-8

2-Methylbenzoth...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

2-Thiophenecarbothioamide Structure

20300-02-1

2-Thiophenecarb...

~37%

[2-(2-THIENYL)-1,3-THIAZOL-4-YL]METHANOL Structure

54986-94-6

[2-(2-THIENYL)-...

2-Thiophenecarboxamide Structure

5813-89-8

2-Thiophenecarb...

~%

[2-(2-THIENYL)-1,3-THIAZOL-4-YL]METHANOL Structure

54986-94-6

[2-(2-THIENYL)-...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

Thiobenzamide Structure

2227-79-4

Thiobenzamide

~62%

(2-Phenylthiazol-4-yl)methanol Structure

23780-13-4

(2-Phenylthiazo...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

Benzamide Structure

55-21-0

Benzamide

~36%

(2-Phenyl-1,3-oxazol-4-yl)methanol Structure

59398-98-0

(2-Phenyl-1,3-o...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

4-Methoxybenzamide Structure

3424-93-9

4-Methoxybenzamide

~14%

[2-(4-Methoxyphenyl)-1,3-oxazol-4-yl]methanol Structure

885273-76-7

[2-(4-Methoxyph...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

3-Methoxybenzenecarbothioamide Structure

64559-06-4

3-Methoxybenzen...

~19%

[2-(3-METHOXY-PHENYL)-THIAZOL-4-YL]-METHANOL Structure

885280-53-5

[2-(3-METHOXY-P...

3-Methoxybenzamide Structure

5813-86-5

3-Methoxybenzamide

~%

[2-(3-METHOXY-PHENYL)-THIAZOL-4-YL]-METHANOL Structure

885280-53-5

[2-(3-METHOXY-P...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

4-Bromobenzenecarbothioamide Structure

26197-93-3

4-Bromobenzenec...

~36%

[2-(4-Bromophenyl)-1,3-thiazol-4-yl]methanol Structure

21160-53-2

[2-(4-Bromophen...

Benzamide, 4-bromo- Structure

698-67-9

Benzamide, 4-bromo-

~%

[2-(4-Bromophenyl)-1,3-thiazol-4-yl]methanol Structure

21160-53-2

[2-(4-Bromophen...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

2-Chlorothiobenzamide Structure

15717-17-6

2-Chlorothioben...

~39%

(2-(2-CHLOROPHENYL)THIAZOL-4-YL)METHANOL Structure

639517-86-5

(2-(2-CHLOROPHE...

2-Chlorobenzamide Structure

609-66-5

2-Chlorobenzamide

~%

(2-(2-CHLOROPHENYL)THIAZOL-4-YL)METHANOL Structure

639517-86-5

(2-(2-CHLOROPHE...

3-Oxetanone Structure

6704-31-0

3-Oxetanone

4-Methoxybenzenecarbothioamide Structure

2362-64-3

4-Methoxybenzen...

~50%

[2-(4-METHOXY-PHENYL)-THIAZOL-4-YL]-METHANOL Structure

885279-75-4

[2-(4-METHOXY-P...


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

Copyright © 2024 ChemSrc All Rights Reserved