Synthesis Of Ferrocene Substituted Dihydrofuran Derivatives Via Manganese(III) Acetate Mediated Radical Addition-Cyclization Reactions
Yazarlar (4)
Dr. Öğr. Üyesi Hakan ASLAN Sinop Üniversitesi, Türkiye
Atilla Öktemer
Ankara Üniversitesi, Türkiye
Prof. Dr. Hakan Dal Anadolu Üniversitesi, Türkiye
Tuncer Hökelek
Hacettepe Üniversitesi, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Tetrahedron (Q2)
Dergi ISSN 0040-4020 Dergi Bilgileri (2017)
Dergi Tarandığı Indeksler SCI
Makale Dili Ingilizce Basım Tarihi 12-2017
Kabul Tarihi Yayınlanma Tarihi 01-12-2017
Cilt / Sayı / Sayfa 73 / 51 / 7223–7232 DOI 10.1016/j.tet.2017.11.015
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0040402017311511
UAK Araştırma Alanları
Organik Kimya
Özet
In this study, the manganese(III) acetate mediated radical addition-cyclization reactions of ferrocene substituted alkenes and active methylene compounds were carried out. The regio- and stereoselective radical cyclization reactions of (E)-styrylferrocene (1a) and active methylene compounds (2a-g) gave trans-5-ferrocenyl-4-phenyl-4,5-dihydrofuran compounds as the sole products. The reactions of 1-ferrocenyl-1-aryl(heteroaryl)ethenes (1b-e) and active methylene compounds (2a-f) via Mn(OAc)3 led to furan and benzofuran derivatives (10–33) in mid-good yields (up to 75%). Surprisingly, ferrocene substituted allylidene derivatives were obtained from the Mn(OAc)3 mediated reactions of 1-aryl-1-ferrocenylethene (1b-d) and 1,3-dimethylbarbituric acid (2g). The uses of ferrocene substituted alkenes in manganese(III) acetate mediated radical reactions is the first example in this field as far as we know.
Anahtar Kelimeler
Allylidene derivatives | Benzofuran | Ferrocene | Manganese(III) acetate | Trans-dihydrofuran