Ruthenium‐Catalyzed Cycloisomerization of 2‐Alkynylstyrenes via 1, 2‐Carbon Migration That Leads to Substituted Naphthalenes. Issue 45 (31st July 2018)

• Record Type: Journal Article
• Authors: Watanabe, Takuma; Abe, Haruka; Mutoh, Yuichiro; Saito, Shinichi
• Is Part Of: Chemistry. Volume 24:Issue 45(2018)
• Page Start: 11545
• Page End: 11549
• Publication Date: 2018-07-31
• Subjects: alkynes -- cycloisomerization -- rearrangement -- ruthenium -- vinylidene ligands; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201802413
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: A ruthenium‐catalyzed carbocyclization of 2‐alkynylstyrenes that involves a very rare 1, 2‐carbon migration of internal alkynes is reported. Various 1, 2‐di ‐and 1, 4, 7‐trisubstituted naphthalenes are synthesized. Mechanistic studies revealed that this reaction proceeds via a disubstituted vinylidene complex as the key intermediate by 1, 2‐carbon migration of the 2‐alkynylstyrenes. Abstract : A ruthenium‐catalyzed cycloisomerization of 2‐alkynylstyrenes that involves a very rare 1, 2‐carbon migration of internal alkynes and affords various 1, 2‐di‐ and 1, 4, 7‐trisubstituted naphthalenes is reported. Mechanistic studies revealed that this reaction proceeds via a disubstituted vinylidene complex as the key intermediate by a 1, 2‐carbon migration of the 2‐alkynylstyrenes.