A NOVEL C-H INSERTION VIA DEOXYGENATION OF AMIDES BY A SM SMI2 MIXED SYSTEM/

Citation
A. Ogawa et al., A NOVEL C-H INSERTION VIA DEOXYGENATION OF AMIDES BY A SM SMI2 MIXED SYSTEM/, Tetrahedron, 53(38), 1997, pp. 12895-12902
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
53
Issue
38
Year of publication
1997
Pages
12895 - 12902
Database
ISI
SICI code
0040-4020(1997)53:38<12895:ANCIVD>2.0.ZU;2-4
Abstract
A samarium/samarium diiodide mixed system successfully effects novel a minocyclopropanation and C-H insertion via the deoxygenation of amides . Styrenes undergo aminocyclopropanation by the reaction with aromatic amides, samarium metal, and samarium diiodide. Furthermore, the react ion of aliphatic amides with Sm/SmI2 in the presence of alkylbenzenes like toluene causes benzylic C-11 insertion givining the corresponding phenylethylamine derivatives in good yields. (C) 1997 Elsevier Scienc e Ltd.