Copper Triflate Catalyzed Regioselective Alkylation of Pyrrole: Conversion of 2‐Alkylates Pyrroles to Novel Pyrrolizine Derivatives by Self‐Cyclization.
   
Yazarlar (3)
Canan Ünaleroğlu
Hacettepe Üniversitesi, Türkiye
Doç. Dr. Sertan AYTAÇ Kırşehir Ahi Evran Üniversitesi, Türkiye
Barış Temelli
Hacettepe Üniversitesi, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı HETEROCYCLES (Q3)
Dergi ISSN 0385-5414 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce Basım Tarihi 01-2007
Cilt / Sayı / Sayfa 71 / 11 / 2427–2440 DOI 10.3987/COM-07-11137
Makale Linki https://doi.org/10.1002/chin.200811116
Özet
Metal triflate catalyzed addition reaction of pyrrole to methyl 2-oxo-4-phenylbut-3-enoate and substituted derivatives generated the related novel alkylated pyrroles regioselectively at C (2) of pyrrole. Among the studied metal triflates, Cu (OTf) 2 was found to be more effective in the addition reaction. The synthesized methyl 2-oxo-4-phenyl-4-(1H-pyrrole-2-yl) butanoate esters underwent self-cyclization by heating and yielded the corresponding methyl 3-hydroxy-1-phenyl-2, 3-dihydro-1H-pyrrolizine-3-carboxylate and substituted derivatives. This reaction procedure allowed easy access to pyrrolizine structure in mild reaction conditions.
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