Synthesis of 1,3-thiazolidin-4-ones; reactivity of the thiosemicarbazone function towards dimethyl acetylenedicarboxylate

Hassan, Alaa; Mohamed, Shaaban; Mohamed, Nasr; El-Shaieb, Kamal; Abdel-Aziz, Ahmed; Mague, Joel; AKKURT, MEHMET

doi:10.3184/174751916x14552868764580

Synthesis of 1,3-thiazolidin-4-ones; reactivity of the thiosemicarbazone function towards dimethyl acetylenedicarboxylate

Hassan A. A., Mohamed S. K., Mohamed N. K., El-Shaieb K. M., Abdel-Aziz A. T., Mague J. T., ...Daha Fazla

JOURNAL OF CHEMICAL RESEARCH, sa.3, ss.173-177, 2016 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Basım Tarihi: 2016
Doi Numarası: 10.3184/174751916x14552868764580
Dergi Adı: JOURNAL OF CHEMICAL RESEARCH
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.173-177
Erciyes Üniversitesi Adresli: Evet

Özet

Aryl thiosemicarbazones react rapidly in a facile procedure with dimethyl acetylene-dicarboxylate to give substituted (ylidene) hydrazono(4-oxothiazolidin-5-ylidene) acetates in high yields. The synthesised compounds were characterised by spectroscopic methods and the structures confirmed by single crystal X-ray crystallography. Several mechanistic options involving nucleophilic interaction are presented.