Utility of Phthalimidoacyl Isothiocyanate in Synthesis of Quinazolines, Benzoxazoles, Benzimidazoles, 1,2,4-Triazoles, and Oxatriazepines

Synthesis of Some New Heterocycles Derived from Novel 2‐(1,3‐Dioxisoindolin‐2‐yl)Benzoyl Isothiocyanate

“…Moreover, boiling a solution of compound 11 in acetonitrile afforded the triazole derivative 12 . Similar treatment of isothiocyanate 1 with phenylhydrazine in a dry acetone afforded oxatriazepine‐5‐thione derivative 13 in one‐pot reaction. The formation of 13 can be visualized on the basis of nucleophilic attack of isopropylidene phenylhydrazone (obtained as a side product of the reaction of phenylhydrazine with acetone) at the carbon atom of the isothiocyanato group followed by cyclization.…”

Use of Phthalimidoacetyl Isothiocyanate as a Scaffold in the Synthesis of Target Heterocyclic Systems, and Their Antimicrobial Assessment

“…It was carried out the monitoring of the progress of all reactions and homogeneity of the synthesized compounds. Phthalimidoacetyl isothiocyanate was prepared according to literature 22) and was used in situ.…”

“…Simultaneous or subsequent cyclization of the obtained adducts gave target heterocyclic systems such as 1,2,4-triazoles, 1,3-diazines, 1,3-oxazines and thiourea attached to a phthalimido moiety. The antimicrobial activity of the synthesized compounds was tested.Key words phthalimidoacetyl isothiocyanate; 1,2,4-triazol; 1,3-diazine; 1,3-oxazine; thiourea; antimicrobial are well known.In the past few years the authors have been involved in the uses of aroyl isothiocyanates [17][18][19][20] and acyl isothiocyanates [21][22][23][24] in different synthetic strategies of target heterocycles. Studies on the chemistry of aroyl and/or acyl isothiocyanates have established the value of these compounds as starting materials in the synthesis of a wide variety of heterocyclic systems and thiourea derivatives.…”

“…In the past few years the authors have been involved in the uses of aroyl isothiocyanates [17][18][19][20] and acyl isothiocyanates [21][22][23][24] in different synthetic strategies of target heterocycles. Studies on the chemistry of aroyl and/or acyl isothiocyanates have established the value of these compounds as starting materials in the synthesis of a wide variety of heterocyclic systems and thiourea derivatives.…”

“…Studies on the chemistry of aroyl and/or acyl isothiocyanates have established the value of these compounds as starting materials in the synthesis of a wide variety of heterocyclic systems and thiourea derivatives. [17][18][19][20][21][22][23][24][25][26][27] Based on the previous work, we have been synthesized variety of heterocyclic systems bearing phthalimido moiety by using 2-phthalimidobenzoyl isothiocyanate 19) and phthalimidoacyl isothiocyanate. 22) In the current study, a further stage reactions of phthalimidoacetyl isothiocyanate was performed.…”