1,5-Benzothiazepine, a versatile pharmacophore: A review

“Anti-Michael” and Michael Additions in the Reactions of 2-Arylmethyliden-1,3-Indandiones with 2-Aminothiophenol

“…The structures of 2-ferrocenyl-and 2-p-anisylbenzothiazoles 3a,b and indano[2,1-b:2,3-b]bis[ [1,4] benzothiazine6 were also confirmed by 1 H and 13 C NMR spectroscopy, mass spectrometry, and data from literature [17] [18] [19]. These facts confirm the assumed structures.…”

“…The general view of the molecule 5a is shown in Figure 2 and the main geometrical parameters are given in Table 1. Data from the X-ray analysis demonstrated that 5a is 2-indeno [2,3b]-2-ferrocenyl [1,5]benzo-2,5-dihydrothiazepine.…”

“…Among them, α,β-unsaturated carbonyl compounds such as 1,2-enones and 1,2-ynones are best suited for Michael addition and subsequent cyclocondensation [1]. The various reported methodologies involve the use of inorganic supports such as alumina, silica gel, AcOH, trifluoroacetic acid, HCl, piperidine, BF 3 Et 2 O, etc.…”

“…

AbstractA novel 2-indano[2,3b]-2-ferrocenyl-and 2-indano[2,3b]-2-(p-methoxyphenyl) [1,5]benzo-2,5-dihydrothiazepine 5a,b (addition Michael/cyclization) (~30.32%), indano[2,3b]-2-ferrocenyl-and 2-(p-methoxyphenyl) [1,4] benzothiazine 4a,b (addition "anti-Michael"/cyclization) (~45.43%), respectively, were obtained by the condensation of 2-ferrocenyl-and 2-(p-methoxyphenyl)methyliden-1,3-indandiones 1a,b with o-aminothiophenol 2 in the presence of AcOH and HCl. A new "anti-Michael" addition reaction of 1,4-bis-heteronucleophile 2 into 2-arylmethyliden-1,3-indandiones was reported.

As a result of this reaction the product 1a,b was obtained.

…”

Microwave promoted a green protocol for solvent free synthesis of 1,5-benzothiazepine and [1,3,4]-thiadiazepine derivatives incorporating thiophene moiety

“…To find optimum conditions for microwave assisted solvent free synthesis of 1,5-benzothiazepines 5a-c and 7,8-dihydro [1,2,4]triazolo [3,4-b] [1,3,4]thiadiazepines 10a-f, the above two reactions were studied under varying different inorganic solid supports. The results were summarized in Table 3.…”