2010
DOI: 10.1071/ch10209
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Sodium Dodecyl Sulfate-assisted Synthesis of 1-(Benzothiazolylamino)methyl-2-naphthols in Water

Abstract: An efficient synthesis of 1‐(benzothiazolylamino)methyl‐2‐naphthols has been developed in water by one‐pot condensation of 2‐naphthol, aldehydes and 2‐aminobenzothiazole catalyzed by sodium dodecyl sulfate. Advantages of the methodology include a very short reaction time, excellent yields and catalytic use of the sodium dodecyl sulfate.

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Cited by 44 publications
(13 citation statements)
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“…20 A number of small molecule inhibitors 21−22 have shown potential biological activity as both antiproliferative and anti-invasive agents in preclinical studies in different solid tumor types. 23−26 In continuation of our efforts towards the development of organic transformations catalyzed by metal triflates 27 and synthesis of small molecules as anticancer agents and/or c-Src kinase inhibitors, 15,28 herein we report an expeditious one-pot synthesis of 3substituted indoles by three component condensation catalyzed by Yb(OTf) 3 −SiO 2 (Scheme 1) and evaluation of their anticancer and c-Src kinase inhibitory activity. , using Yb(OTf) 3 −SiO 2 as a catalyst.…”
mentioning
confidence: 99%
“…20 A number of small molecule inhibitors 21−22 have shown potential biological activity as both antiproliferative and anti-invasive agents in preclinical studies in different solid tumor types. 23−26 In continuation of our efforts towards the development of organic transformations catalyzed by metal triflates 27 and synthesis of small molecules as anticancer agents and/or c-Src kinase inhibitors, 15,28 herein we report an expeditious one-pot synthesis of 3substituted indoles by three component condensation catalyzed by Yb(OTf) 3 −SiO 2 (Scheme 1) and evaluation of their anticancer and c-Src kinase inhibitory activity. , using Yb(OTf) 3 −SiO 2 as a catalyst.…”
mentioning
confidence: 99%
“…It served as a highly efficient ligand for the asymmetric catalytic phenyl transfer to aromatic aldehydes and a variety of chiral diarylmethanols was prepared in toluene at À15 C for 15 h with high ee values (ee up to 99%) and in 87-95% yields (Scheme 22). 31 Total syntheses of enantiopure alkaloidal natural products (2S,6R)-dihydropinidine (as hydrochloride) and (2S,6R)-isosolenopsins (as hydrochlorides) (45) were achieved in four steps and in 80-82% total yields by using a synthetic strategy involving the formation and cleavage of 1,3-oxazinane. (S)-Betti base proved to be an excellent chiral auxiliary and a novel Pd/C-catalyzed N-debenzylation straightforwardly to amine hydrochloride in the presence of CH 2 Cl 2 was developed (Scheme 23).…”
Section: Synthesis and Synthetic Applications Of Betti Base Derivativesmentioning
confidence: 99%
“…The crude product was recrystallized from ethanol to afford the pure 1-((benzo[d]thiazol-2-ylamino)(aryl)-methyl)naphthalen-2-ol derivatives. The desired pure products were characterized by comparison of their physical data (melting points, IR and 1 H NMR) with those of known compounds in the literature [37][38][39].…”
Section: Materials and Equipment'smentioning
confidence: 99%