2020
DOI: 10.1080/00397911.2020.1748656
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A novel and facile synthesis of 3,5-Disubstituted isothiozoles under metal free conditions using acetophenones and dithioesters

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Cited by 9 publications
(5 citation statements)
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“…35,52 The ligands 1−4 were synthesized by adopting a similar protocol as reported in the literature. 53 The synthesized ligands (1−4) and the boron compounds Single crystals of boron compounds 6−8 suitable for X-ray diffraction were grown by slow evaporation of the respective compounds from a mixture of solvents (6 and 7 from CHCl 3 / n-hexane mixture; 8 from CH 2 Cl 2 /diethyl ether mixture). All of the boron compounds (Figure 1) crystallized in the triclinic P-1 space group; selected bond lengths and angles are presented in Table 1.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
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“…35,52 The ligands 1−4 were synthesized by adopting a similar protocol as reported in the literature. 53 The synthesized ligands (1−4) and the boron compounds Single crystals of boron compounds 6−8 suitable for X-ray diffraction were grown by slow evaporation of the respective compounds from a mixture of solvents (6 and 7 from CHCl 3 / n-hexane mixture; 8 from CH 2 Cl 2 /diethyl ether mixture). All of the boron compounds (Figure 1) crystallized in the triclinic P-1 space group; selected bond lengths and angles are presented in Table 1.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
“…The boron monothio-β-diketonate compounds 5–8 were synthesized by refluxing B­(C 6 F 5 ) 3 and tetraphenylethylene (TPE) and N , N -dimethylaniline (DMA) derivatives of 1,3-monothio-β-diketones ( 1–4 ) in dry toluene at 110 °C, as shown in Scheme . , The ligands 1–4 were synthesized by adopting a similar protocol as reported in the literature . The synthesized ligands ( 1–4 ) and the boron compounds ( 5–8 ) were characterized by multinuclear NMR spectroscopy, HRMS, and single-crystal X-ray diffraction in the case of 6–8 .…”
Section: Resultsmentioning
confidence: 99%
“…Initially, our studies commenced with the reaction of 2-amino-4 H -chromenone 14,16 1a (1.2 equiv., 1.0 mmol) with β-enaminone 21 2a (1.0 equiv., 0.83 mmol) and benzaldehyde 3a (1.0 equiv., 0.83 mmol) in the presence of a base in DMF at 100 °C (Table 1, entries 1–4) hoping to obtain product 4 (or) 5 as reported. 15 a – c However, the reaction did not proceed and the starting materials were recovered (Scheme 2).…”
Section: Resultsmentioning
confidence: 99%
“…Based on the previous reports, 15 a ,21 a possible mechanism was postulated for the formation of products 6 and 8 . Initially, PPh 3 upon oxidative reaction with NBS generates a bromophosphonium ion, which reacted in situ with benzaldehyde 3 affording the activated benzaldehyde, which was further attacked by 1,3-bisnucleophile 1 at the electron-deficient carbonyl group to furnish the iminium intermediate A .…”
Section: Resultsmentioning
confidence: 99%
“…Their applications, chemistry and synthesis have been reviewed [17][18][19]. Examples of biologically useful isothiazoles are the fungicide isotianil (Stout ® ) [20,21], active against rice blast, and the antibacterial drug sulfasomizole [22,23].…”
Section: Introductionmentioning
confidence: 99%