Aluminum chloride–catalyzed C-alkylation of pyrrole and indole with chalcone and bis-chalcone derivatives       
Yazarlar (3)
Prof. Dr. Meliha Burcu GÜRDERE Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Doç. Dr. Oğuz ÖZBEK Zonguldak Bülent Ecevit Üniversitesi, Türkiye
Prof. Dr. Mustafa CEYLAN Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Synthetic Communications
Dergi ISSN 0039-7911 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q3
Makale Dili İngilizce
Basım Tarihi 01-2016
Cilt No 46
Sayı 4
Sayfalar 322 / 331
DOI Numarası 10.1080/00397911.2015.1136644
Makale Linki https://doi.org/10.1080/00397911.2015.1136644
Özet
The AlCl3-catalyzed alkylation of pyrrole (2) with chalcone (1a-i) at a ratio of 8:1 in the presence of 10 mol% AlCl3 gave the solely 2-alkyl pyrroles (3a-i) at room temperature for 12 in good yields. The same reaction was performed with pyrrole (2) and chalcone at a ratio of 1:3 in CH3CN at rt for 3 h to achieve 2,5-dialkyl pyrroles (4a-f). In addition, the reaction of the pyrrole (2) and indole (7) on 1,4-phenylene bis-chalcones (5a-g) at the ratio of 8:1 at rt for 24 h gave the double-addition products 6a-g and 8a-g in good yields, respectively. The structure of the products was confirmed by 1H and 13C NMR spectroscopy and elemental analysis.
Anahtar Kelimeler
Aluminum(III) chloride | bis-chalcone | chalcone | indole | Michael addition | pyrrole