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Literature DB >> 24644388

SUZUKI-MIYAURA COUPLING REACTIONS OF 3,5-DICHLORO-1,2,4-THIADIAZOLE.

Abdelbasset A Farahat¹, David W Boykin².

Abstract

3,5-Dichloro-1,2,4-thiadiazole was allowed to react with different arylboronic acids under different Suzuki-Miyaura coupling conditions: at room temperature 5-aryl-3-chloro-1,2,4-thiadiazoles were obtained and at toluene reflux temperature the products were 3,5-diaryl-1,2,4-thiadiazoles. Sequential coupling reactions lead to 3,5-diaryl-1,2,4-thiadiazoles with non-identical aryl groups. The structure of 3-methoxy-5-(4-methoxyphenyl)-1,2,4-thiadiazole was established from X-ray crystallographic data.

Entities: CellLine Chemical Disease Species

Year: 2012 PMID： 24644388 PMCID： PMC3955708 DOI： 10.3987/COM-12-12533

Source DB: PubMed Journal: Heterocycles ISSN： 0385-5414 Impact factor: 0.831

18 in total

Review 1. Advances in the synthesis and recent therapeutic applications of 1,2,4-thiadiazole heterocycles.

Authors: Ana Castro; Tania Castaño; Arantxa Encinas; Williams Porcal; Carmen Gil
Journal: Bioorg Med Chem Date: 2005-10-24 Impact factor: 3.641

2. Origin of regioselectivity in palladium-catalyzed cross-coupling reactions of polyhalogenated heterocycles.

Authors: Claude Y Legault; Yeimy Garcia; Craig A Merlic; K N Houk
Journal: J Am Chem Soc Date: 2007-10-03 Impact factor: 15.419

3. Facile synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles from a common precursor.

Authors: Paul M Wehn; Paul E Harrington; John E Eksterowicz
Journal: Org Lett Date: 2009-12-17 Impact factor: 6.005

4. Optimization of the aromatase inhibitory activities of pyridylthiazole analogues of resveratrol.

Authors: Abdelrahman S Mayhoub; Laura Marler; Tamara P Kondratyuk; Eun-Jung Park; John M Pezzuto; Mark Cushman
Journal: Bioorg Med Chem Date: 2012-02-11 Impact factor: 3.641

5. Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors.

Authors: Timothy C Gahman; Mark R Herbert; Henk Lang; Angie Thayer; Kent T Symons; Phan Manh Nguyen; Mark E Massari; Sara Dozier; Yan Zhang; Marciano Sablad; Tadimeti S Rao; Stewart A Noble; Andrew K Shiau; Christian A Hassig
Journal: Bioorg Med Chem Lett Date: 2011-09-08 Impact factor: 2.823

1. Engineered modular heterocyclic-diamidines for sequence-specific recognition of mixed AT/GC base pairs at the DNA minor groove.

Authors: Pu Guo; Abdelbasset A Farahat; Ananya Paul; David W Boykin; W David Wilson
Journal: Chem Sci Date: 2021-11-02 Impact factor: 9.825

1 in total

SUZUKI-MIYAURA COUPLING REACTIONS OF 3,5-DICHLORO-1,2,4-THIADIAZOLE.

Review 1. Advances in the synthesis and recent therapeutic applications of 1,2,4-thiadiazole heterocycles.

2. Origin of regioselectivity in palladium-catalyzed cross-coupling reactions of polyhalogenated heterocycles.

3. Facile synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles from a common precursor.

4. Optimization of the aromatase inhibitory activities of pyridylthiazole analogues of resveratrol.

5. Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors.

6. Optimizing thiadiazole analogues of resveratrol versus three chemopreventive targets.

7. Synthesis and antiprotozoal activity of 2,5-bis[amidinoaryl]thiazoles.

Review 8. Medicinal chemistry and properties of 1,2,4-thiadiazoles.

9. Iodoxolone-based hypervalent iodine reagents.

10. Design and synthesis of DPP-IV inhibitors lacking the electrophilic nitrile group.

1. Engineered modular heterocyclic-diamidines for sequence-specific recognition of mixed AT/GC base pairs at the DNA minor groove.