Transition metal-mediated intramolecular [2+2+2] cycloisomerizations of cyclic triynes and enediynes

Anna Torrent, Iván González, Anna Pla-Quintana, Anna Roglans, Marcial Moreno-Mañas, Teodor Parella, Jordi Benet-Buchholz

Research output: Contribution to journalArticleResearchpeer-review

51 Citations (Scopus)

Abstract

(Chemical Equation Presented) Nitrogen-containing 15-membered triacetylenic macrocycles known as 1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3,8, 13-triynes (1) and enediynic macrocycles called 1,6,11-tris(arylsulfonyl)-1,6, 11-triazacyclopentadeca-3-ene-8,13-diynes (4 and 5) were satisfactorily prepared. [2+2+2] cycloisomerization processes catalyzed by transition metals were tested in the above-mentioned macrocycles. Readily available and familiar cyclotrimerization precatalysts were examined for efficiency. Among them, the RhCl(CO)PPh3)2 complex was found to catalyze the cycloisomerization reaction giving the desired cycloadducts in high yields. © 2005 American Chemical Society.
Original languageEnglish
Pages (from-to)2033-2041
JournalJournal of Organic Chemistry
Volume70
Issue number6
DOIs
Publication statusPublished - 18 Mar 2005

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