Synthesis of Fluoranthene Derivatives via Tandem Suzuki-Miyaura and Intramolecular C-H Arylation Reactions under Both Homogeneous and Heterogeneous Catalytic Conditions
ACS OMEGA, cilt.2, sa.12, ss.8689-8696, 2017 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 2 Sayı: 12
- Basım Tarihi: 2017
- Doi Numarası: 10.1021/acsomega.7b01566
- Dergi Adı: ACS OMEGA
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.8689-8696
- Orta Doğu Teknik Üniversitesi Adresli: Hayır
Özet
A catalytic method for the synthesis of substituted fluoranthenes that operates via tandem Suzuki-Miyaura and intramolecular C-H arylation reactions is reported. The overall reaction sequence works effectively with homogeneous catalysis using Pd(dppf)Cl-2 as well as heterogeneous catalysis using reduced graphene oxide (rGO)-CuPd nanocatalysts with low catalyst loadings. High functional group tolerance is observed under both catalytic conditions where arylboronic acids and esters having electron-withdrawing and electron-donating substituents afforded fluoranthene products in good yields (up to 78%). Moreover, the rGO-CuPd nanocatalysts are demonstrated to be reusable by preserving almost 90% of their initial activity after the third cycle.