Palladium-Catalyzed Annulation of Phenazastannines with 9-(Dibromomethylene)fluorene and -(thio)xanthenes: Facile Synthesis of Acridine Moiety-Containing Bis(tricyclic) Aromatic Enes

Autor:	Masaki Shimizu, Kenta Nishimura, Haruka Fuji, Mizuki Mineyama
Rok vydání:	2019
Předmět:	Xanthene Annulation Organic Chemistry Thioxanthene Thio chemistry.chemical_element Fluorene Medicinal chemistry chemistry.chemical_compound chemistry Acridine Moiety Physical and Theoretical Chemistry Palladium
Zdroj:	Organic Process Research & Development. 23:1740-1745
ISSN:	1520-586X 1083-6160
Popis:	Growing interest has been paid to bis(tricyclic) aromatic enes as key components of functional organic materials such as molecular switches and charge-transporting materials. Currently, the synthetic approaches to the overcrowded alkenes are limited to McMurry coupling and Barton–Kellog olefination. This communication reports that palladium-catalyzed double cross-coupling reaction of phenazastannines with 9-(dibromomethylene)fluorene, -xanthene, -thioxanthene, and -thioxanthene-S,S-dioxide serves as a facile synthetic approach to bis(tricyclic) aromatic enes such as 9-(9H-fluoren-9-ylidene)acridines, 9-(9H-oxanthen-9-ylidene)acridines, 9-(9H-thioxanthen-9-ylidene)acridines, and 9-(10,10-dioxido-9H-thioxanthen-9-ylidene)acridines.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::abf5836ccab17f52b38679682ea9993a https://doi.org/10.1021/acs.oprd.9b00230 Zobrazit plný text záznamu