Green synthesis and biological evaluation of some new benzothiazolo [2,3-b] quinazolin-1-ones as anticancer agents

Mild and efficient synthesis of benzothiazolopyrimidine derivativesviaCuAAC/ring cleavage/cyclization reaction

“…Our investigations began with an examination of the synthesis of (Z)-4-methyl-N-(2-methyl-4H-benzo [4,5]thiazolo [3,2-a] pyrimidin-4-ylidene)benzenesulfonamide 4a by using 2-aminobenzothiazole 1a, TsN 3 2a and 3-butyn-2-one 3a (Table 1).…”

“…and 3 (1.5 equiv.) stirring at room temperature for 12 h. Preparation and characterizations of compounds 4a-4z (Z)-4-Methyl-N-(2-methyl-4H-benzo [4,5]thiazolo [3,2-a]pyrimidin -4-ylidene)benzenesulfonamide (4a). To a solution of CuI (9.5 mg, 0.05 mmol) and 2-aminobenzothiazole (1a, 75.0 mg, 0.5 mmol) in EtOH (3 mL) was added TsN 3 (2a, 147.9 mg, 0.75 mmol), and 3-butyn-2-one (3a, 51.1 mg, 0.75 mmol).…”

“…Benzothiazolopyrimidine derivatives are well established as privileged scaffolds which are commonly encountered in many pharmacologically active molecules that may be good drug candidates. 1–7 Most of the benzothiazolopyrimidines possess various biological activities like inhibition of SHP2 (Fig. 1, I), 2 anticancer agent (II), 3 antitumor activity (III), 4 analgesic (IV), 5 and nucleoside transporter (V).…”

“…1–7 Most of the benzothiazolopyrimidines possess various biological activities like inhibition of SHP2 (Fig. 1, I), 2 anticancer agent (II), 3 antitumor activity (III), 4 analgesic (IV), 5 and nucleoside transporter (V). 6 Also, some benzothiazolopyrimidine derivatives are commercially available as chiral catalysts (VI).…”

The construction of fluorophoric thiazolo-[2,3-b]quinazolinone derivatives: a multicomponent domino synthetic approach

“…Kidwai et al 14 quinazolinones using Amberlyst-15. Diverse synthetic approaches towards the synthesis of benzothiazolo- [2,3-b]quinazolinones have also been reported by Sangshetti et al 15 and Arya et al 7 employing water and an ionic liquid as green solvents, respectively. Shujiang et al 16 have reported microwave synthetic annulation towards the formation of naptho [2,3-f] quinoline derivatives in an acidic medium.…”