Exploiting the versatility of organometallic cross-coupling reactions for entry into extended aromatic systems.

TitleExploiting the versatility of organometallic cross-coupling reactions for entry into extended aromatic systems.
Publication TypeJournal Article
Year of Publication2002
AuthorsTovar, JD, Swager, TM
JournalJournal of Organometallic Chemistry
Volume653
Pagination215–222
ISSN0022-328X
Keywordsarene dibromo organometallic cross coupling, polyarom compd prepn, terphenyl arylethynyl prepn acid catalyzed double annulation
Abstract

Several pendant arenes, e.g. I (R = Me, MeO), were prepd. using a variety of Pd-catalyzed cross-coupling techniques. Under strongly acidic conditions, these arenes underwent double annulations to afford the corresponding polycyclic aroms., e.g. II, in good to excellent yields. The scope of this chem. also includes heteroarom. and heteroat. substituted bis(arylethynyl) arenes thus providing an electronically diverse array of extended arom. systems. [on SciFinder(R)]

DOI10.1016/S0022-328X(02)01166-X