Branch Selective Synthesis of Oxindole and Indene Scaffolds Transition Metal Controlled Intramolecular Aryl Amidation Leading to C3 Reverse Prenylated Oxindoles
 
Yazarlar (3)
Ignatenko Vasily A
Case Western Reserve University
Prof. Dr. Nihal DELİGÖNÜL Gaziosmanpaşa Üniversitesi, Türkiye
Viswanathan Rajesh
Case Western Reserve University
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Organic Letters (Q4)
Dergi ISSN 1523-7060 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce Basım Tarihi 08-2010
Cilt / Sayı / Sayfa 12 / 16 / 3594–3597 DOI 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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