Branch Selective Synthesis of Oxindole and Indene Scaffolds Transition Metal Controlled Intramolecular Aryl Amidation Leading to C3 Reverse Prenylated Oxindoles        
Yazarlar (3)
Vasily A. Ignatenko
Case Western Reserve University, Amerika Birleşik Devletleri
Prof. Dr. Nihal DELİGÖNÜL Case Western Reserve University, Amerika Birleşik Devletleri
Rajesh Viswanathan
Case Western Reserve University, Amerika Birleşik Devletleri
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Organic Letters
Dergi ISSN 1523-7060 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q4
Makale Dili İngilizce
Basım Tarihi 08-2010
Cilt No 12
Sayı 16
Sayfalar 3594 / 3597
DOI Numarası 10.1021/ol1012372
Makale Linki http://pubs.acs.org/doi/abs/10.1021/ol1012372
Özet
In an effort to access biologically important scaffolds, a concise branch-selective synthesis of C3 tertiary oxindoles by Cu(I)-catalyzed aryl amidation and 2,2-dimethyl indene by Pd(0)-catalyzed Heck cyclization has been accomplished from acyclic reverse-prenylated intermediates. Oxindole C3-enolate generation using NaH followed by alkylation in the presence of appropriate electrophiles provides a novel route to quaternary C3 reverse-prenylated oxindoles.
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