Selective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoesters
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Tarih
2007
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Pergamon-Elsevier Science Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
A one-step synthesis of 5-alkoxypyrrole-3-phosphonates is presented starting from suitable alpha-cyanomethyl-beta-ketophosphonates. The key step in the synthesis involves a one-pot addition and heteroannulation sequence. The zinc perchlorate-catalyzed addition of alcohols to the nitrile carbon of alpha-cyanomethyl- beta-ketophosphonates followed by annulation furnished 5-alkoxypyrrole-3-phosphonates. The addition-annulation process is carried out in the presence of water and 4,5-dihydro-5-oxo-1H-pyrrole-3-phosphonates (pyrrolinones) are obtained in good yields. (C) 2007 Elsevier Ltd. All rights reserved.
Açıklama
Anahtar Kelimeler
Pyrroles, Heteroannulation, Gaba Analogs, Beta-Ketophosphonates, Pyrrolinones
Kaynak
Tetrahedron
WoS Q Değeri
Q1
Scopus Q Değeri
Q3
Cilt
63
Sayı
19
