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A Novel Domino Synthesis of Quinazolinediones by Palladium‐Catalyzed Double Carbonylation
Author(s) -
Li Haoquan,
Li Wanfang,
Spannenberg Anke,
Baumann Wolfgang,
Neumann Helfried,
Beller Matthias,
Wu XiaoFeng
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403417
Subject(s) - carbonylation , palladium , catalysis , isomerization , domino , chemistry , combinatorial chemistry , quinazoline , molecule , organic chemistry , carbon monoxide
Combining commercially available bromoanilines and bromobenzonitriles in a novel double carbonylation process allows for a straightforward synthesis of isoindolo[1,2‐b]quinazoline‐10,12‐diones. At least five different CC and/or CN bonds are selectively formed in this 3‐component reaction, which likely proceeds through sequential carbonylation–cyclization–isomerisation–carbonylation steps. Notably, two molecules of CO are inserted in this highly efficient palladium‐catalyzed process.