Synthesis of Dihydropyrans and Dihydrofurans via Radical Cyclization of Unsaturated Alcohols and 1 3 Dicarbonyl Compounds
Yazarlar (5)
Dr. Öğr. Üyesi Hakan ASLAN Sinop Üniversitesi, Türkiye
Deniz E. Akpbox Drawings Light Down
Ankara Üniversitesi, Türkiye
Atilla Öktemer
Ankara Üniversitesi, Türkiye
Dr. Öğr. Üyesi Mehtap Yakut Ankara Üniversitesi, Türkiye
Oǧuzhan Alagöz
Afyon Kocatepe Üniversitesi, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Helvetica Chimica Acta (Q3)
Dergi ISSN 0018-019X Dergi Bilgileri (2014)
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili Ingilizce Basım Tarihi 05-2014
Kabul Tarihi Yayınlanma Tarihi 01-05-2014
Cilt / Sayı / Sayfa 97 / 5 / 652–663 DOI 10.1002/hlca.201300229
Makale Linki http://doi.wiley.com/10.1002/hlca.201300229
UAK Araştırma Alanları
Organik Kimya
Özet
The oxidative cyclization reactions of 1,3‐dicarbonyl compounds 1a–1c and α,β‐unsaturated alcohols 2a–2f with Mn(OAc)3 were performed, leading to dihydrofurans. Treatment of 1a and 1b with 2‐methylbut‐3‐en‐2‐ol (2a) gave dihydrofurans 3aa and 3ba, and dihydropyrans 4aa and 4ba, as unexpected products. While the reaction of 2‐methylbut‐3‐yn‐2‐ol (2b) with acetylacetone (1b) yielded a bifuran, ethyl acetoacetate (1a) led to a mixture of furan, bifuran, and salicylate derivatives. Besides, surprisingly, styryl‐substituted dihydrofurans were obtained from the reactions of 1,3‐dicarbonyl compounds and (3E)‐2,4‐diphenylbut‐3‐en‐2‐ol. The reaction mechanisms were proposed for the formation of the different products, considering intermediates in these reaction mixtures.
Anahtar Kelimeler
Cyclization reactions | dihydro- | Furans | Manganese(III) acetate | Pyrans
BM Sürdürülebilir Kalkınma Amaçları
Atıf Sayıları
Web of Science 6
Scopus 8
Google Scholar 12
Synthesis of Dihydropyrans and Dihydrofurans via Radical Cyclization of Unsaturated Alcohols and 1 3 Dicarbonyl Compounds

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