NOVEL ROUTE TO FUSED NITROGEN-HETEROCYCLES BY OLEFIN METATHESIS

Citation
Sf. Martin et al., NOVEL ROUTE TO FUSED NITROGEN-HETEROCYCLES BY OLEFIN METATHESIS, Tetrahedron letters, 35(33), 1994, pp. 6005-6008
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
33
Year of publication
1994
Pages
6005 - 6008
Database
ISI
SICI code
0040-4039(1994)35:33<6005:NRTFNB>2.0.ZU;2-U
Abstract
A novel technique for the efficient synthesis of fused nitrogen hetero cycles has been developed that features the molybdenum alkylidene-cata lyzed metathesis of alpha,omega-dienes containing a nitrogen atom in t he chain linking the two olefinic functional groups. The starting mate rials may be readily prepared in three steps from succinimide and glut arimide via sequential Mitsunobu alkylation, sodium borohydride reduct ion, and addition of a vinyl cuprate to an N-acyliminium salt generate d in situ.