Unexpected formation of 5-alkylidene derivatives of hydantoin from the Michael addition of 4-phenylurazole to fumaric esters

Soltanzadeh, Zahra; IMANZADEH, Gholamhassan; Noroozi-Pesyan, Nader; ŞAHİN, Ertan; HOOSHMAND, Hemayat

doi:10.1016/j.tet.2016.02.024

Unexpected formation of 5-alkylidene derivatives of hydantoin from the Michael addition of 4-phenylurazole to fumaric esters

Soltanzadeh Z., IMANZADEH G., Noroozi-Pesyan N., ŞAHİN E., HOOSHMAND H.

TETRAHEDRON, cilt.72, sa.14, ss.1736-1741, 2016 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 72 Sayı: 14
Basım Tarihi: 2016
Doi Numarası: 10.1016/j.tet.2016.02.024
Dergi Adı: TETRAHEDRON
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.1736-1741
Anahtar Kelimeler: Unexpected products, Hydantoin derivatives, Michael addition, 4-Phenylurazole, Fumaric ester, ONE-POT SYNTHESIS, ANTICONVULSANT ACTIVITY, 5-PHENYLHYDANTOINS, AGENTS
Atatürk Üniversitesi Adresli: Evet

Özet

An unexpected reaction between 4-phenylurazole and fumaric esters which led to the formation of 5-alkylidene derivatives of hydantoin is described in this paper. The reaction takes place in the presence of tetrabutylammonium bromide (TBAB), and 1,4-diaza-bicyclo[2,2,2]octane (DABCO) at 70 degrees C under solvent-free conditions. (C) 2016 Elsevier Ltd. All rights reserved.