Weekes, Ashley Ann, Bagley, Mark Christopher and Westwell, Andrew D. ![]() |
Abstract
Certain 2-phenylbenzothiazoles containing substituents on the benzothiazole ring possess important biological properties, yet the majority of synthetic methods to 2-phenylbenzothiazoles described to date focus on their unsubstituted ring counterparts. Here we describe a new concise and efficient synthetic route to biologically relevant 2-phenylbenzothiazoles in high yield from the reaction of substituted 2-aminothiophenol disulfides and benzaldehydes, promoted by the inexpensive and non-toxic inorganic oxidant sodium metabisulfite in DMSO at 120 °C. Our new method is tolerant of a range of substituents on both the benzothiazole and phenyl ring, and affords efficient access to substituted 2-phenylbenzothiazoles without the need for column chromatography.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry Pharmacy |
Subjects: | Q Science > QD Chemistry R Medicine > RM Therapeutics. Pharmacology |
Uncontrolled Keywords: | 2-Phenylbenzothiazoles ; Sodium metabisulfite; enzaldehydes ; Aromatic heterocycle synthesis |
Publisher: | Elsevier |
ISSN: | 0040-4020 |
Last Modified: | 18 Oct 2022 14:01 |
URI: | https://orca.cardiff.ac.uk/id/eprint/16203 |
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